Category: Dioxole

On February 12, 2010, Yadav, J. S.; Reddy, P. Narayana; Reddy, B. V. Subba published an article.COA of Formula: C9H15IO4 The title of the article was Stereoselective total synthesis of (-)-ovalicin. And the article contained the following:

A new synthetic route for epoxyketone I is described, which is a key intermediate in Barton’s synthesis of ovalicin (II), a powerful anti-angiogenetic inhibitor, from com. available D-ribose. The key reactions involved in this synthesis are ring-closing metathesis, Rubottom oxidation and Corey-Chaykovsky epoxidation The subsequent transformations are carried out according to Barton’s strategy to complete the total synthesis of (-)-ovalicin. 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).COA of Formula: C9H15IO4

The Article related to ovalicin stereoselective total synthesis ring closing metathesis, rubottom oxidation stereoselective total synthesis ovalicin, corey chaykovsky epoxidation stereoselective total synthesis ovalicin and other aspects.COA of Formula: C9H15IO4

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

On May 31, 1989, Young, Robert N.; Zamboni, Robert; Gauthier, Jacques Y.; Belley, Michel L. published a patent.Electric Literature of 124038-36-4 The title of the patent was Quinoline diacid derivatives useful as leukotriene antagonists, and their pharmaceutical compositions and use in medicaments. And the patent contained the following:

Title compounds I [R1 = H, halo, alkyl, alkenyl, alkynyl, CF3, SR2, S(O)R2, S(O)2R2, NR3R3, OR3, CO2R3, COR3, C(OH)R3R3, cyano,NO2, N3, (un)substituted Ph, PhCH2, PhCH2CH2, pyridyl; R2 = alkyl, alkenyl, alkynyl, CF3, (un)substituted Ph, PhCH2, PhCH2CH2; R3 = H, R2; R4 = H, halo, NO2, N3, cyano, SR2, NR3R3, OR3, alkyl, COR3; R5 = H, alkyl; Y = CR3:CR3, C:C, CO, NR3CO, CONR3, O, S, NR3, etc.; X1, X2 = complex chains, 1 or both containing C6H4, pyridine, or thiophene nucleus; Q1, Q2 = CO2R3, tetrazole, cyano, CHO, CH2OH, COCH2OH, etc.] are prepared for use as leukotriene antagonists (no data), and thereby as antiasthmatic, antiallergic, antiinflammatory, and cytoprotective agents. Thus, Wittig reaction of Me 2-[3-[2-(methoxycarbonyl)ethylthio]-3-(3-formylphenyl)propyl]benzoate (prepared in 6 steps) with [(7-chloroquinolin-2-yl)methyl]triphenylphosphonium bromide using BuLi in THF, and basic hydrolysis and salification of the product, gave [[[(chloroquinolinyl)ethenyl]phenyl](carboxyethylthio)propyl]benzoic acid di-Na salt II. The experimental process involved the reaction of Methyl 3-(1,3-dioxolan-2-yl)benzoate(cas: 124038-36-4).Electric Literature of 124038-36-4

The Article related to quinoline preparation leukotriene antagonist, antiasthmatic quinoline preparation, antiallergic quinoline preparation, antiinflammatory quinoline preparation, antiulcer quinoline preparation and other aspects.Electric Literature of 124038-36-4

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

On January 31, 2018, Wang, Haribo; Pan, Yang; Tang, Qin; Zou, Wei; Shao, Huawu published an article.Computed Properties of 38838-06-1 The title of the article was Synthesis of N-alkyl substituted iminosugars from D-ribose. And the article contained the following:

An effective and facile method for the synthesis of N-alkylated hydroxylpyrrolidine and hydroxylpiperidine is described. A number of N-alkyl substituted iminosugars were prepared using iodine-induced intramol. cyclization of acyclic alkenylamines as key step. 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).Computed Properties of 38838-06-1

The Article related to alkylated hydroxylpyrrolidine iminosugar preparation intramol cyclization acyclic alkenylamine, hydroxylpiperidine alkylated iminosugar preparation intramol cyclization acyclic alkenylamine and other aspects.Computed Properties of 38838-06-1

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

On February 13, 2013, Tu, Wangyang; Fan, Jiang; Zhang, Haitang; Xu, Guoji; Liu, Zhiwei; Qu, Jian; Yang, Fanglong; Dong, Qing published a patent.Reference of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the patent was Preparation of triazolopyrimidine derivatives as P2Y12 receptor antagonists. And the patent contained the following:

The title triazolopyrimidine derivatives I [wherein R1 = (un)substituted cycloalkyl or heteroaryl; R2 = (un)substituted alkyl; R3 = halo, (un)substituted alkyl, alkoxy, etc.; R4 = H, alkyl, etc.; or R3 and R4 together to form O or alkenyl; R5 = H, alkyl, hydroxy, etc.; or R4 and R5 together to form cycloalkyl; m = 0-2] or pharmaceutically acceptable salts thereof were prepared as P2Y12 receptor antagonists for treating myocardial infarction, embolism, cerebral ischemia, peripheral vascular disease, angina, or blood coagulation disorders. For example, II was prepared in a multi-step synthesis. In biol. test using P2Y12 receptors, II showed antagonistic activity with IC50 of 1.05 nM. 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 preparation triazolopyrimidine p2y12 receptor antagonist human, treatment myocardial infarction embolism cerebral ischemia, peripheral vascular disease angina blood coagulation disorder 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

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 January 31, 2009, Monrad, Rune Nygaard; Fanefjord, Mette; Hansen, Flemming Gundorph; Jensen, N. Michael E.; Madsen, Robert published an article.HPLC of Formula: 38838-06-1 The title of the article was Synthesis of gabosine A and N from ribose by the use of ring-closing metathesis. And the article contained the following:

A concise synthetic route is described for the synthesis of gabosine A and N. The key step uses a zinc-mediated tandem reaction where Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside is fragmented to give an unsaturated aldehyde which is allylated in the same pot with 3-benzoyloxy-2-methylallyl bromide. The functionalized octa-1,7-diene, thus obtained, is converted into the six-membered gabosine skeleton by ring-closing olefin metathesis. Subsequent protective group manipulations and oxidation gives rise to gabosine N in a total of 8 steps from ribose while the synthesis of gabosine A employs an addnl. step for inverting a secondary hydroxy group. 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 gabosine a n asym preparation, methacrolein benzoyl bromide stereoselective haloacylation, methyl furanoside fragmentation stereoselective allylation ring closing metathesis oxidation and other aspects.HPLC of Formula: 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

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

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

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