Category: 38838-06-1

On August 19, 2005, Gallos, John K.; Stathakis, Christos I.; Kotoulas, Stefanos S.; Koumbis, Alexandros E. published an article.Synthetic Route of 38838-06-1 The title of the article was An Improved Approach to Chiral Cyclopentenone Building Blocks. Total Synthesis of Pentenomycin I and Neplanocin A. And the article contained the following:

An improved approach to enantiomerically pure hydroxylated cyclopentenones is reported here, which involves intramol. nitrone cycloaddition of sugar-derived chiral pent-4-enals and hex-5-en-ones-2 followed by N-O bond cleavage, quaternization of the amine thus produced, and finally oxidative elimination of the amino group. Synthesis of pentenomycin I and neplanocin A is described following this methodol. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to oxidative elimination synthesis pentenomycin neplanocin cycloaddition cyclopentenone pentenal, intramol nitrone cycloaddition cyclopentenone pentenal enone bond cleavage quaternization and other aspects.Synthetic Route of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On October 21, 1999, Hyldtoft, Lene; Poulsen, Carina Storm; Madsen, Robert published an article.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Zinc-mediated domino elimination-alkylation of methyl 5-iodopentofuranosides: an easy route to unsaturated carbohydrates for transition metal-catalyzed carbocyclizations. And the article contained the following:

5-Iodopentofuranosides are converted with zinc and allyl/propargyl bromide into dienes/enynes which are further used in carbohydrate annulation reactions. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to cyclitol preparation iodopentofuranoside elimination alkylation zinc catalyst carbocyclization, glycoside iodopentofuranoside elimination alkylation zinc catalyst carbocyclization and other aspects.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Downey, A. Michael; Pohl, Radek; Roithova, Jana; Hocek, Michal published an article in 2017, the title of the article was Synthesis of Nucleosides through Direct Glycosylation of Nucleobases with 5-O-Mono-protected or 5-Modified Ribose: Improved Protocol, Scope, and Mechanism.Recommanded Product: 38838-06-1 And the article contains the following content:

Simplifying access to synthetic nucleosides is of interest due to their widespread use as biochem. or anticancer and antiviral agents. Herein, a direct stereoselective method to access an expansive range of both natural and synthetic nucleosides, e.g. I, up to a gram scale, through direct glycosylation of nucleobases with 5-O-tritylribose and other C5-modified ribose derivatives, is discussed in detail. The reaction proceeds through nucleophilic epoxide ring opening of an in situ formed 1,2-anhydrosugar (termed “anhydrose”) under modified Mitsunobu reaction conditions. The scope of the reaction in the synthesis of diverse nucleosides and other 1-substituted riboside derivatives is described. In addition, a mechanistic insight into the formation of this key glycosyl donor intermediate is provided. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: 38838-06-1

The Article related to mitsunobu nucleoside riboside glycosylation nucleobase preparation, nucleoside anticancer antiviral glycosylation nucleophilic epoxide ring opening, epoxides, glycosylation, nucleosides, riboses, synthesis design and other aspects.Recommanded Product: 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On January 31, 1997, Hall, Adrian; Meldrum, Kevin P.; Therond, Patrick R.; Wightman, Richard H. published an article.HPLC of Formula: 38838-06-1 The title of the article was Synthesis of hydroxylated pyrrolizidines related to alexine using cycloaddition reactions of functionalized cyclic nitrones. And the article contained the following:

The hydroxylated pyrrolizidines I and II related to the natural products alexine and australine were prepared by 1,3-dipolar cycloaddition of dehydropyrroline-N-oxides III (R2 = CMe2, R1 = H, R2 = CH2CO2Et; R = H, R12 = CMe2, R2 = CH2SePh) to CH2:CHCH2OSiPh2CMe3. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).HPLC of Formula: 38838-06-1

The Article related to hydroxypyrrolizidine preparation, pyrrolizidine hydroxy preparation, alexine analog preparation, australine analog preparation, nitrone cyclic allyl silyl ether cycloaddition, stereoselective cycloaddition nitrone allyl silyl ether and other aspects.HPLC of Formula: 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On October 31, 2001, Tanaka, Kazuho; Yamano, Shinjiro; Mitsunobu, Oyo published an article.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Reductive ring opening of 6-deoxy-6-iodopyranosides and 5-deoxy-5-iodofuranosides by manganese. A convenient procedure for the preparation of chiral 5-hexenals and 4-pentenals. And the article contained the following:

Reaction of fully protected 6-iodopyranosides and 5-iodofuranosides with Mn in the presence of trimethylsilyl chloride and PbCl2 (Takai-conditions) afforded the corresponding 5-hexenals and 4-pentenals in good to moderate yields. For e.g., chiral hexenal I was prepared from D-glucopyranoside II in 79% yield via Mn-catalyzed reductive ring opening reaction. The chiral pentenals obtained from furanosides were unstable and hence, they were reduced with NaBH4 and were isolated as pentenols. Similarly, reductive ring opening of D-xylofuranoside III followed by reduction with NaBH4 gave chiral pentenol IV in 48% yield. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to asym reductive ring opening pyranoside manganese catalyst, hexenal chiral preparation, pentenal chiral preparation, furanoside iodo deoxy reductive ring opening manganese catalyst, reductive ring opening pyranoside deoxy iodo manganese catalyst and other aspects.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On December 31, 1980, Garegg, Per J.; Samuelsson, Bertil published an article.Related Products of 38838-06-1 The title of the article was Novel reagent system for converting a hydroxy-group into an iodo-group in carbohydrates with inversion of configuration. Part 2. And the article contained the following:

Isolated primary and secondary hydroxy groups in carbohydrate derivatives were substituted by iodo-groups, with inversion of configuration, on treatment with either Ph3P, I2, and imidazole, or imidazole and 2,4,5-triiodoimidazole at elevated temperatures E.g., I (R = OH, R1 = H) with Ph3P, I2, and imidazole (PhMe, reflux, overnight) gave I (R = H, R1 = iodo) (67%). At lower temperature, primary hydroxy-groups were selectively replaced by iodo-groups. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Related Products of 38838-06-1

The Article related to iodination carbohydrate, imidazole triphenylphosphine iodine carbohydrate iodination, phenylphosphine imidazole iodine carbohydrate iodination, iodoimidazole carbohydrate substitution, epimerization carbohydrate substitution iodine, iodocarbohydrate and other aspects.Related Products of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On October 22, 1982, Hanessian, Stephen; Leblanc, Yves; Lavallee, Pierre published an article.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Design and reactivity of organic functional groups: the highly crystalline 2-alkoxy-N,N’-diphenyl-1,3,2-diazaphospholanes and their facile conversion into alkyl halides. And the article contained the following:

Reaction of diazaphospholane Me2NR (R = Q) (I) with aliphatic, alicyclic, steroidal, and glycosidal alcs. in PhMe at 85° gave the corresponding 2-alkoxy derivatives in 70-94% yield. These highly crystalline derivatives readily undergo conversion into alkyl halides under mild conditions and with inversion of configuration. E.g., reaction of steroid II (R = β-OH) with I in PhMe at 85° gave 89% II (R = β-OQ) which on treatment with SO2Cl2 in PhMe at 0° gave 80% II (R = α-Cl). The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to alkoxydiazaphospholane preparation halogenation stereospecificity, alc condensation methylaminodiazaphospholane, alkyl halide, steroidal alc condensation diazaphospholane, cyclic alc condensation diazaphospholane, glycoside alc condensation diazaphospholane and other aspects.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Verhoeven, Jonas; De Vleeschouwer, Freija; Kong, Hanchu; Van Hecke, Kristof; Pande, Vineet; Sun, Weimei; Vos, Ann; Wu, Tongfei; Meerpoel, Lieven; Thuring, Jan Willem; Verniest, Guido published an article in 2019, the title of the article was Preparation of 4′-Spirocyclobutyl Nucleoside Analogues as Novel and Versatile Adenosine Scaffolds.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole And the article contains the following content:

Despite the large variety of modified nucleosides that have been reported, the preparation of constrained 4′-spirocyclic adenosine analogs has received very little attention. We discovered that the [2+2]-cycloaddition of dichloroketene on readily available 4′-exo-methylene furanose sugars efficiently results in the diastereoselective formation of novel 4′-spirocyclobutanones. The reaction mechanism was investigated via d. functional theory (DFT) and found to proceed either via a non-synchronous or stepwise reaction sequence, controlled by the stereochem. at the 3′-position of the sugar substrate. The obtained dichlorocyclobutanones were converted into nucleoside analogs, providing access to a novel class of chiral 4′-spirocyclobutyl adenosine mimetics in eight steps from com. available sugars. Assessment of the biol. activity of designed 4′-spirocyclic adenosine analogs identified potent inhibitors for protein methyltransferase target PRMT5. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to crystal structure spirocyclobutyl nucleoside preparation spirocyclic adenosine methyltransferase, gibbs free energy spirocyclobutyl nucleoside preparation adenosine dft cycloaddition, sam-mimetics, cycloaddition, cyclobutanones, enol ethers, spiro compounds and other aspects.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On June 28, 2002, Poulsen, Carina Storm; Madsen, Robert published an article.Application of 38838-06-1 The title of the article was Carbohydrate Carbocyclization by a Zinc-Mediated Tandem Reaction and Ring-Closing Enyne Metathesis. And the article contained the following:

Me 5-deoxy-5-iodo-pentofuranosides are reductively ring-opened and propargylated in a tandem fashion in the presence of zinc. The 1,7-enynes thus obtained are subjected to ring-closing enyne metathesis with catalyst to produce functionalized 1-vinyl cyclohexenes. By adding BnNH2 to the tandem reaction, an amino group can be introduced in the 1,7-enyne products. Addition of 2-TMS-ethynylcerium(III) chloride after the reductive ring-opening produces the corresponding 1,6-enynes. Further annulation of the product 1,3-dienes can be achieved through a Diels-Alder reaction with good control of stereochem. These procedures constitute efficient methods for rapid carbocyclization and annulation of carbohydrates to produce a variety of functionalized five- and six-membered ring cyclitol systems, e.g. I. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Application of 38838-06-1

The Article related to zinc catalyst ring closure diels alder carbocyclization annulation deoxyiodopentofuranoside, ring opening deoxyiodopentofuranoside amino cyclitol preparation diels alder, amino cyclitol preparation diels alder carbocyclization annulation deoxyiodopentofuranoside and other aspects.Application of 38838-06-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

On February 21, 2009, Davies, Stephen G.; Durbin, Matthew J.; Goddard, Euan C.; Kelly, Peter M.; Kurosawa, Wataru; Lee, James A.; Nicholson, Rebecca L.; Price, Paul D.; Roberts, Paul M.; Russell, Angela J.; Scott, Philip M.; Smith, Andrew D. published an article.Reference of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Doubly diastereoselective conjugate addition of homochiral lithium amides to homochiral α,β-unsaturated esters containing cis- and trans-dioxolane units. And the article contained the following:

As part of a long-term goal directed towards the ab initio asym. synthesis of unnatural amino sugars, the doubly diastereoselective conjugate addition reactions of the antipodes of lithium N-benzyl-N-(α-methylbenzyl)amide to a range of homochiral α,β-unsaturated esters containing cis- and trans-dioxolane units was investigated. These reactions resulted in “matching” and “mismatching” effects. In the “matched” cases a single diastereoisomer of the corresponding β-amino ester (containing three contiguous stereocentres) is produced. Upon conjugate addition to a homochiral α,β-unsaturated ester containing a cis-dioxolane unit, in the “mismatched” case it is the stereocontrol of the substrate which is dominant over that of the lithium amide, while upon addition to homochiral α,β-unsaturated esters containing a trans-dioxolane unit the stereocontrol of the homochiral lithium amide is dominant. Hydrogenolytic N-deprotection of the β-amino ester products of conjugate addition gives access to polyoxygenated β-amino acid derivatives The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Reference of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to amino acid beta polyoxygenated asym synthesis chirality crystal structure, dioxolane unsaturated ester diastereoselective conjugate addition lithium amide hydrogenolysis, hydrogenolysis reductive amination solvent effect, crystal structure beta amino acid benzyl methylbenzylamino isopropylidene heptanoate and other aspects.Reference of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem