methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside

Base Information

• Chemical Name: methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside
• CAS No.: 158813-82-2
• Molecular Formula: C₅₁H₅₈O₁₁
• Molecular Weight: 847.015
• Mol file: 158813-82-2.mol

Synonyms:methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside

Chemical Property of methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside

There total 2 articles about methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside 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: 81.0%

benzyl bromide (100-39-0) + methyl 4',6'-O-isopropylidene-β-lactoside (158813-81-1) → methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside (158813-82-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 16h;

DOI:10.1039/P19940002103

Reference yield:

methyl β-D-lactopyranoside (7216-69-5) → methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside (158813-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / PTSA / dimethylformamide / 3 h

2: 81 percent / NaH / dimethylformamide / 16 h

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1039/P19940002103

Reference yield: 90.0%

methyl 2,2',3,3',6-penta-O-benzyl-4',6'-O-isopropylidene-β-lactoside (158813-82-2) → methyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (92733-57-8)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 18h;

DOI:10.1039/P19940002103

upstream raw materials:

benzyl bromide

methyl 4',6'-O-isopropylidene-β-lactoside

methyl β-D-lactopyranoside

Downstream raw materials:

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

methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-hexyl-β-lactoside

methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-octyl-β-lactoside