methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside
• CAS No.: 102854-30-8
• Molecular Formula: C₂₄H₃₀O₆
• Molecular Weight: 414.499
• Mol file: 102854-30-8.mol

Synonyms:methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Chemical Property of methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside

There total 3 articles about methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 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: 88.0%

benzyl bromide (100-39-0) + methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3) → methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside (102854-30-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2017.04.056

Reference yield:

methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3) → methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside (102854-30-8)

Guidance literature:

Reference yield:

methyl beta-D-galactopyranoside (1824-94-8) → methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside (102854-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / 60 h / 20 °C / pH 2 - 3 / Inert atmosphere; Molecular sieve

2: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere; Molecular sieve

With camphor-10-sulfonic acid; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2017.04.056

upstream raw materials:

benzyl bromide

methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside

methyl beta-D-galactopyranoside

Downstream raw materials:

methyl 2,6-di-O-benzyl-β-D-galactopyranoside

methyl 2,6-di-O-benzyl-4-deoxy-α-L-threo-hex-4-enopyranoside

2-Benzyloxy-1-((2R,3R,4R,5R)-4-benzyloxy-3,5-dihydroxy-tetrahydro-furan-2-yl)-ethanone

2-Benzyloxy-1-((2R,3R,4R,5S)-4-benzyloxy-3,5-dihydroxy-tetrahydro-furan-2-yl)-ethanone