Month: November 2022

On July 6, 1990, Musicki, Branislav; Widlanski, Theodore S. published an article.Recommanded Product: 38838-06-1 The title of the article was Synthesis of carbohydrate sulfonates and sulfonate esters. And the article contained the following:

The reaction of α-lithio sulfonate esters with primary carbohydrates iodides provides a facile route to sulfonate analogs of important carbohydrate phosphates such as glucose 6-phosphate, ribose 5-phosphate, and uridine 5-phosphate. This method also facilitates the synthesis of complex sulfonate esters. Thus, reaction of Me glycoside I with Me2CHO3SCH2Li gave sugar II after deprotection. 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 carbohydrate sulfonate ester, lithiomethylsulfonate alkylation iodoribopyranoside, ribose phosphate sulfonate analog, Carbohydrates: Glycosides and other aspects.Recommanded Product: 38838-06-1

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

Secrist, John A. III; Wu, Shang-Ren published an article in 1977, the title of the article was Generation and reactivity of an unstabilized carbohydrate phosphorane.Computed Properties of 38838-06-1 And the article contains the following content:

The ylide (I) of the phosphonioribofuranoside II was prepared by treating Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside with Ph3P in sulfolane at 110° for several days and subsequent treatment with BuLi. Condensation of I with RCHO (R = Ph, 4-ClC6H4, 4-MeOC6H4, PhCH2CH2, Pr, Bu) gave the olefins III with α-L-lyxo conformations, resulting from epimerizatin of the ylide prior to reaction. Treating I with cationic Dowex 50 gave the self-condensation product IV. 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 ylide phosphonioribofuranoside wittig, alkylidenedeoxylyxofuranoside, benzlidenedeoxylyxofuranoside, epimerization ylide ribofuranoside, Carbohydrates: Glycosides and other aspects.Computed Properties of 38838-06-1

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

On October 9, 1991, Barrett, Anthony G. M.; Melcher, Laura M. published an article.Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Tetraphenyl distibine: a most useful reagent for discriminating radical reactions. And the article contained the following:

6-Deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose I (X = iodo) and (tetrahydro-2H-pyran-2-yl)methyl iodide reacted rapidly with Ph2SbSbPh2 on irradiation to give the air stable alkyl(diphenyl)stibines I (X = SbPh2) and RCH2SbPh2 (R = tetrahydro-2H-pyran-2-yl). In contrast, Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside II (X = iodo) and (tetrahydro-2-furanyl)methyl iodide reacted only very slowly with Ph2SbSbPh2 under identical conditions to provide the very air sensitive stibines II (X = Ph2Sb) and RCH2SbPh2 (R = tetrahydrofuran-2-yl). Air oxidation of the latter gave Me 2,3-O-isopropylidene-β-D-ribofuranoside and tetrahydrofurfuryl alc. resp., whereas oxidation of I (X = SbPh2) using H2O2 I (X = OH). Lewis base coordination of diphenylantimony (II) [Ph2Sb•] is proposed to account for this highly selective radical chem. 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: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to distibine tetraphenyl radical substitution iododeoxygalactopyranose, ribofuranoside iododeoxy homolytic substitution distibine, chemoselective homolytic stibylation, Carbohydrates: Glycosides and other aspects.Recommanded Product: (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

Phillips, Jeannie R. published an article in 2001, the title of the article was Thiolacetic acid.Synthetic Route of 38838-06-1 And the article contains the following content:

Properties, handling and applications of thiolacetic acid in conjugate addition, selective acylation, SN2 substitution reactions, etc., were reviewed. 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 review thiolacetic acid conjugate addition nucleophilic addition acylation safety, Aliphatic Compounds: Reviews and other aspects.Synthetic Route of 38838-06-1

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

Bull, James A.; Kunz, Horst published an article in 2014, the title of the article was A carbohydrate-based Julia-Kocienski reagent for syntheses of chain-extended and C-linked saccharides.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole And the article contains the following content:

The carbohydrate-derived Julia-Kocienski reagent 2-{[(3aS,4S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methylsulfonyl}-1,3-benzothiazole (6) was prepared from D-ribose and investigated in the eponymous olefination. The base-promoted generation in the Julia anion induced a rearrangement to the corresponding L-lyxose epimer 2-{[(3aS,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methylsulfonyl}-1,3-benzothiazole (12), which reacted readily with aldehydes and with a gluconolactone. The latter reaction furnished an exo-glycal-linked C-diglycoside. 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).Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to chain extended c saccharide preparation julia kocienski olefination, crystal structure methoxy phenylbutadienyl glycoside dioxole, Carbohydrates: Oligosaccharides and other aspects.Name: (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 October 22, 2015, Li, Wenming; Niu, Youhong; Xiong, De-Cai; Cao, Xiaoping; Ye, Xin-Shan published an article.COA of Formula: C9H15IO4 The title of the article was Highly Substituted Cyclopentane-CMP Conjugates as Potent Sialyltransferase Inhibitors. And the article contained the following:

Sialylconjugates on cell surfaces are involved in many biol. events such as cellular recognition, signal transduction, and immune response. It has been reported that aberrant sialylation at the nonreducing end of glycoconjugates and overexpression of sialyltransferases (STs) in cells are correlated with the malignance, invasion, and metastasis of tumors. Therefore, inhibitors of STs would provide valuable leads for the discovery of antitumor drugs. On the basis of the transition state of the enzyme-catalyzed sialylation reaction, we proposed that the cyclopentane skeleton in its two puckered conformations might mimic the planar structure of the donor (CMP-Neu5Ac) in the transition state. A series of cyclopentane-containing compounds were designed and synthesized by coupling different cyclopentane α-hydroxyphosphonates with cytidine phosphoramidite. Their inhibitory activities against recombinant human ST6Gal-I were assayed, and a potent inhibitor (I) with a Ki of 0.028±0.006 μM was identified. The results show that the cyclopentanoid-type compounds could become a new type of sialyltransferase inhibitors as biol. probes or drug leads. 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 sialyltransferase inhibitor cyclopentane cmp conjugate preparation sar cancer metastasis, Pharmacology: Structure-Activity and other aspects.COA of Formula: C9H15IO4

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

On September 2, 2002, Verhelst, Steven H. L.; Wiedenhof, Wouter; Ovaa, Huib; van der Marel, Gijsbert A.; Overkleeft, Herman S.; van Boeckel, Constant A. A.; van Boom, Jacques H. published an article.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was A stereoselective route towards highly functionalized 4,6-diaminocyclohexene derivatives. And the article contained the following:

A flexible synthetic route towards chirally pure 4,6-diaminocyclohexene derivatives, e.g. I, based on palladium catalyzed allylic amination of carbohydrate derived cyclohexenes is presented. 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).Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to diaminocyclohexene derivative asym synthesis palladium catalyzed allylic amination, Alicyclic Compounds: Cyclohexanes and other aspects.Name: (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

Hanessian, S.; Ponpipom, M. M.; Lavallee, P. published an article in 1972, the title of the article was Procedures for the direct replacement of primary hydroxyl groups in carbohydrates by halogen.Synthetic Route of 38838-06-1 And the article contains the following content:

Efficient halogenation of carbohydrates and certain nucleosides can be effected by treatment with Ph3P-N-halosuccinimide (bromo, chloro, or iodo). Groups commonly used in the protection of hydroxyl and amino functions are unaffected under the mild conditions of halogenation. Selective halogenation of hydroxymethyl groups in polyhydroxy compounds can be effected. 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 halogenation carbohydrate nucleoside, Carbohydrates: Nucleosides, Nucleotides and other aspects.Synthetic Route of 38838-06-1

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

On October 24, 1980, Binkley, Roger W.; Ambrose, Michael G.; Hehemann, David G. 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 Synthesis of deoxyhalogeno sugars. Displacement of the (trifluoromethanesulfonyl)oxy (triflyl) group by halide ion. And the article contained the following:

Deoxyhalo sugars were prepared by esterifying partially protected carbohydrates with triflic anhydride and reacting the resulting trifluoromethanesulfonates with tetrabutylammonium halides. This process for the preparation of halogenated carbohydrates is mild and convenient. It does not experience the difficulties, such as mol. rearrangement and lack of reactivity at secondary carbons, which sometimes are encountered in displacement reactions in carbohydrate systems. 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 deoxyhalo sugar, halogenation sugar triflate, Carbohydrates: Monosaccharides, Glycals 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 4, 1981, Ariatti, Mario; Zemlicka, Jiri published an article.Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Reaction of carbohydrate halides with magnesium. Novel carbon-carbon coupling of sugar derivatives via organometallic intermediates. And the article contained the following:

The reaction of 3-deoxy-3-C-(iodomethyl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (I) with sublimed Mg in refluxing THF gave dimer II and only traces of the 3-deoxy-3-Me derivative Similarly, Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside (III) afforded the 5-5′-coupled compound, and 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose yielded the 6-6′-joined derivative The interaction of I with III gave the unsym. product in addition to the corresponding 2 sym. dimers. Dimer formation was also predominant in reaction of I with Mg in the presence of compounds such as PhCN or N-phthaloyl-L-phenylalanine 2-pyridine-2-thiol ester, which otherwise effectively trap the Grignard reagents. 5′-Deoxy-5′-iodo-2′,3′-O-isopropylidene-N3-methyluridine (IV) gave neither dimer nor the Grignard reagent. In addition, the dimer formation from I was inhibited in the presence of IV. II resulted also from the reaction of I with BuLi in THF whereas the interaction of the bromo analog of I produced only the 3-deoxy derivative 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).Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to grignard coupling sugar halide, dimerization sugar, Carbohydrates: Monosaccharides, Glycals and other aspects.Quality Control 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