methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside
• CAS No.: 851895-48-2
• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 465.551
• Mol file: 851895-48-2.mol

Synonyms:methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside

There total 7 articles about methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

Et3SiD (1631-33-0) + methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside (7177-79-9,13035-24-0,13225-19-9,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,108739-87-3,129170-92-9) → methyl 6-O-(R)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-47-1) + methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-48-2) + C34H45(2)HO6Si + C34H45(2)HO6Si

Guidance literature:

With hafnium tetrakis(trifluoromethanesulfonate); In acetonitrile; at 4 ℃; for 0.5h; diastereoselective reaction;

DOI:10.1016/j.tetlet.2013.10.011

Reference yield:

C34H45(2)HO6Si → methyl 6-O-(R)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-47-1) + methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-48-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; for 2h; Overall yield = 93 %; Overall yield = 33.2 mg;

DOI:10.1016/j.tetlet.2013.10.011

Reference yield:

methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside (7177-79-9,13035-24-0,13225-19-9,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,108739-87-3,129170-92-9) → methyl 6-O-(R)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-47-1) + methyl 6-O-(S)-benzyl-α-d1-2,3-di-O-benzyl-α-D-glucopyranoside (851895-48-2)

Guidance literature:

With Et₃SiD; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere; Cooling with ice;

DOI:10.1039/c1ob06056b

upstream raw materials:

Benzaldehyde-d

methyl 2,3-di-O-benzyl-4,6-O-(1-(2)H-benzylidene)-α-D-glucopyranoside

α-deuterated benzaldehyde dimethyl acetal

methyl-alpha-D-glucopyranoside