methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside
CAS No.:669772-87-6
Molecular Formula:C₅₅H₆₀O₁₁
Molecular Weight:897.075
Hs Code.:

Synonyms:methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

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Chemical Property of methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

There total 5 articles about methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-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: 89.0%

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 669772-87-6
methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: methyl 2,3-di-O-benzyl-α-D-glucopyranoside; With gold(III) chloride; In dichloromethane; at -70 ℃; for 0.166667h; Molecular sieve; Inert atmosphere; Schlenk technique; Darkness;

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate; In dichloromethane; at -70 ℃; for 1h; diastereoselective reaction; Molecular sieve; Inert atmosphere; Schlenk technique; Darkness;
DOI:10.1021/jacs.5b07895

Reference yield: 58.0%

: 80300-30-7
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 669772-87-6
methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

: 850176-47-5
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→6)-2,3-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose; methyl 2,3-di-O-benzyl-α-D-glucopyranoside; With Triphenylphosphine oxide; In dichloromethane; at 20 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

With trimethylsilyl iodide; In dichloromethane; at 20 ℃; for 7h; Overall yield = 61 %; stereoselective reaction;
DOI:10.1021/jacs.9b01862

Reference yield:

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 669772-87-6
methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3-di-O-benzyl-α-D-glucopyranoside

: 850176-47-5
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→6)-2,3-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: With difluoro-phenyl-borane; In dichloromethane; at -40 ℃; for 0.5h; optical yield given as %de; regioselective reaction;
DOI:10.1002/adsc.201100933