methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 147687-33-0
• Molecular Formula: C₄₂H₅₀O₁₅
• Molecular Weight: 794.85
• Mol file: 147687-33-0.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 11 articles about methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-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: 76.0%

methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside (4356-80-3,34212-64-1,40653-32-5,53008-65-4,55094-38-7,68027-27-0,73111-53-2,128184-63-4,138794-99-7,641635-63-4) + 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside (147687-33-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -10 ℃; for 4h;

Reference yield:

methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside (40653-30-3) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (74808-17-6,147687-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.8 g / 80percent aqueous acetic acid / 1 h / 100 °C

2: silver carbonate / CH₂Cl₂ / 2 h

With acetic acid; silver carbonate; In dichloromethane;

DOI:10.1016/S0008-6215(00)80790-9

Reference yield:

benzyl bromide (100-39-0) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (74808-17-6,147687-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: silver oxide / dimethylformamide / 18 h

2: silver carbonate / CH₂Cl₂ / 2 h

With silver carbonate; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)80790-9

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside

benzyl bromide

Downstream raw materials:

(2R,3R,4S,5R,6R)-2-Hydroxymethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4,5-triol

Methyl 2,3,4-tri-O-benzyl-6-O-(β-D-galactopyranosyl)-β-D-glucopyranoside