methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside
• CAS No.: 362608-49-9
• Molecular Formula: C₄₉H₅₄O₁₁
• Molecular Weight: 818.961
• Mol file: 362608-49-9.mol

Synonyms:methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

Chemical Property of methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

There total 8 articles about methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside 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: 64.0%

Benzoic acid (2S,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester (93636-33-0) + ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside (362608-27-3) → methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside (362608-49-9)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1560/YXQT-2JJU-YLAA-L04Q

Reference yield:

Benzoic acid (2S,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester (93636-33-0) + ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-α-D-xylo-hexopyranoside (362608-39-7) → methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside (362608-49-9)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1560/YXQT-2JJU-YLAA-L04Q

Reference yield:

benzyl bromide (100-39-0) → methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside (362608-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium hydride / dimethylformamide / 1 h / 20 °C

2: 64 percent / N-iodosuccinimide; silver trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 0 °C

With N-iodo-succinimide; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1560/YXQT-2JJU-YLAA-L04Q

upstream raw materials:

Benzoic acid (2S,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester

ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-α-D-xylo-hexopyranoside

benzyl bromide

Downstream raw materials:

methyl 4,6-di-O-benzyl-2-O-(3'',4'',6''-tri-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-2',2''-di-O-methylene-α-D-mannopyranoside

methyl 4,6-di-O-benzyl-2-O-(3'',4'',6''-tri-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

methyl 4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside