119943-96-3

Basic information

• Product Name: Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside
• Synonyms: Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside
• CAS NO: 119943-96-3
• Molecular Weight: 356.419
• Mol File: 119943-96-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside(119943-96-3)
• EPA Substance Registry System: Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside(119943-96-3)

Safety Data

• Hazardous Substances Data: 119943-96-3(Hazardous Substances Data)

Upstream product

• 1423496-88-1 p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 65556-00-5 methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside 
• 13145-22-7 methyl 2-deoxy-α-D-glucopyranoside 
• 6087-40-7 (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran 
• 100-39-0 benzyl bromide 
• 6752-48-3 methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 2774-19-8 (2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 145149-82-2 Methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(phenoxythiocarbonyl)-α-D-glucopyranoside 
• 67-56-1 methanol 
• 1423496-86-9 p-methylphenyl 3-O-benzyl-4,6-O-benzylidine-2-deoxy-1-thio-β-D-glucopyranoside 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 
• 3162-96-7 methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 

Downstream Products

• 342901-70-6 (2R,4R,5R)-4-((R)-1-Benzyloxy-2-[1,3]dithian-2-yl-ethyl)-2-phenyl-[1,3]dioxan-5-ol 
• 342902-03-8 C₇₅H₁₀₂O₁₃Si 
• 342902-02-7 C₇₅H₁₀₀O₁₂Si 
• 342902-05-0 C₇₁H₉₀O₁₂S 
• 669005-56-5 {(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-[(2R,4aR,6S,7R,9S,10aS)-7-(4-methoxy-benzyloxy)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-6-ylmethyl]-oxepan-3-yloxy}-tert-butyl-dimethyl-silane 
• 669005-59-8 (2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-[(2R,4aR,6S,7R,9S,10aS)-7-(4-methoxy-benzyloxy)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-6-ylmethyl]-oxepan-3-ol 
• 669005-71-4 (2R,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-[(2R,4aR,6S,7R,9S,10aS)-7-(4-methoxy-benzyloxy)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-6-ylmethyl]-oxepan-3-one 
• 342901-85-3 (2R,4aR,6S,7R,9S,10aS)-6-[(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-oxepan-2-ylmethyl]-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol 
• 342902-07-2 3,5-bis-benzyloxy-2-(2-benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-dimethyl-silanyloxymethyl)-5a,8-dimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cyclooctene 
• 680204-11-9 Acetic acid (2S,3R,5R,5aR,6aR,8R,10S,11R,12aS,13aR)-11-acetoxymethyl-3,5-bis-benzyloxy-2-(2-benzyloxy-ethyl)-5a-ethanesulfonyl-8-methyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester 
• 342902-08-3 [(2S,3R,5R,5aS,6aR,8S,10S,11R,12aS,13aR)-3,5-Bis-benzyloxy-2-(2-benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-5a,8-dimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-11-yl]-methanol 
• 669005-93-0 [(2S,3R,5R,5aS,6aR,8S,10S,11S,12aS,13aR)-3,5-Bis-benzyloxy-2-(2-benzyloxy-ethyl)-11-iodomethyl-5a,8-dimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yloxy]-tert-butyl-dimethyl-silane 
• 342901-87-5 C₄₆H₅₄O₉ 
• 342901-90-0 [(2S,3R,5R,5aS,6aR,8S,10S,12aS,13aR)-3,5-Bis-benzyloxy-2-(2-benzyloxy-ethyl)-5a,8-dimethyl-11-methylene-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yloxy]-tert-butyl-dimethyl-silane 

Relevant articles and documents

Automated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions

The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well-defined reactivity and promoters were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.

Highly stereoselective glycosyl-chloride-mediated synthesis of 2-deoxyglucosides

Cl intermediates: The glycosylation of per-O-benzylated 2-deoxy- and 2,6-dideoxythioglycosides, promoted by the combination of para-toluenesulfenyl chloride (p-TolSCl) and silver triflate (AgOTf), furnished the products in high yields and high stereoselec

Novel synthesis of 2-substituted 19-norvitamin D A-ring phosphine oxide from D-glucose as a building block

19-Norvitamin D A-ring phosphine oxide 5 was synthesized by a new sequence mode starting from D-glucose as a chiral template. Transformation of the pyranoside ring into the A-ring carbocycle was achieved by the Pd-catalyzed Ferrier rearrangement. The phosphine oxide 5 was obtained in an 18% overall yield by this novel cost-effective method.