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

Base Information

• Chemical Name: benzyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 94926-36-0
• Molecular Formula: C₅₄H₅₈O₁₁
• Molecular Weight: 883.048
• Mol file: 94926-36-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about benzyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-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: 99.0%

(3aS,4R,6S,7R,7aS)-7-(benzyloxy)-4-((benzyloxy)methyl)-2,2-dimethyl-6-(((2R,3R,4S,5R,6R)-4,5,6-tris(benzyloxy)-2-((benzyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran (59263-35-3) → benzyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (94926-36-0)

Guidance literature:

With hydrogen cation; hydrolysis;

DOI:10.1016/S0008-6215(00)90788-2

Reference yield: 94.0%

benzyl-2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropyliden-β-D-galactopyranosyl)-β-D-glucopyranosid → benzyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (94926-36-0)

Guidance literature:

In acetic acid; for 3h; Heating;

DOI:10.1016/0008-6215(85)85148-X

Reference yield:

(2R,3R,4R,5S,6R)-2-(benzyloxy)-5-(((3aS,4R,6S,7R,7aR)-7-hydroxy-4-(hydroxymethyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol (18404-73-4) → benzyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (94926-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / 80percent NaH / dimethylformamide / 15 h / Ambient temperature

2: 95 percent / acetic acid / H₂O / 1.5 h / 100 °C

With sodium hydride; acetic acid; In water; N,N-dimethyl-formamide;

upstream raw materials:

(3aS,4R,6S,7R,7aS)-7-(benzyloxy)-4-((benzyloxy)methyl)-2,2-dimethyl-6-(((2R,3R,4S,5R,6R)-4,5,6-tris(benzyloxy)-2-((benzyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran

benzyl 2'',6''-di-O-benzyl-3'',4''-O-isopropylidene-β-galactopyranosyl-(1''->4')-2',3',6'-tri-O-benzyl-α,β-glucopyranoside

benzyl bromide

(2R,3R,4R,5S,6R)-2-(benzyloxy)-5-(((3aS,4R,6S,7R,7aR)-7-hydroxy-4-(hydroxymethyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

Downstream raw materials:

C₆₆H₇₃N₃O₁₈

Benzyl O-(3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosid

Benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosid