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

Base Information

• Chemical Name: 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
• CAS No.: 362608-53-5
• Molecular Formula: C₆₁H₇₀O₁₄
• Molecular Weight: 1027.22
• Mol file: 362608-53-5.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 15 articles about 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 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: 73.0%

methyl 4,6-di-O-benzyl-2-O-(3'',4'',6''-tri-O-benzyl-2''-O-(p-methoxybenzyl)-α-D-galactopyranosyl)-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-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 (362608-53-5)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 1.5h;

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

Reference yield:

benzyl bromide (100-39-0) → 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 (362608-53-5)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 94 percent / NaOMe / methanol / 2 h / 20 °C

4: 94 percent / 2,4-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

5: 73 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / 20 °C

With N-iodo-succinimide; ammonium cerium(IV) nitrate; 2,4-di(tert-butyl)-4-methylpyridine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; methyl trifluoromethanesulfonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

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) → 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 (362608-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / N-iodosuccinimide; silver trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 0 °C

2: 94 percent / NaOMe / methanol / 2 h / 20 °C

3: 94 percent / 2,4-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

4: 73 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / 20 °C

With N-iodo-succinimide; ammonium cerium(IV) nitrate; 2,4-di(tert-butyl)-4-methylpyridine; sodium methylate; silver trifluoromethanesulfonate; methyl trifluoromethanesulfonate; In methanol; dichloromethane; water; acetonitrile;

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

upstream raw materials:

benzyl bromide

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

Ethyl 3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

ethyl 2-O-3,6-dideoxy-1-thio-α-D-xylo-hexopyranoside

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