4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose

Base Information

• Chemical Name: 4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose
• CAS No.: 57783-80-9
• Molecular Formula: C34H34O6
• Molecular Weight: 538.64
• Mol file: 57783-80-9.mol

Synonyms:4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose

Chemical Property of 4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose

Chemical Property:

• PSA: 55.38000
• LogP: 6.21310

Purity/Quality:

97% ^*data from raw suppliers

Benzyl4,6-O-Benzylidene-2,3-di-O-benzyl-β-D-galactpyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose

There total 13 articles about 4,6-Di-O-benzylidene-1,2,3-tri-O-benzyl-β-D-galactopyranose 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: 79.0%

Benzyl 4,6-O-benzylidene-β-D-galactopyranoside (56341-65-2) + benzyl bromide (100-39-0) → benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside (57783-80-9)

Guidance literature:

With sodium hydride; 1.) 24 deg C, 30 min, 2.) 24 deg C, 1 h;

DOI:10.1021/jo00113a041

Reference yield:

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (10343-13-2,30657-70-6,31281-76-2,53729-76-3,142696-63-7,83113-54-6) → benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside (57783-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 12.4 g / NaOMe; MeOH / 2 h

2.1: 12.4 g / CSA / CHCl₃ / 1 h / Heating

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 16.8 g / Bu₄NI / dimethylformamide

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

DOI:10.1039/b006981g

Reference yield:

benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8) → benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside (57783-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 12.4 g / CSA / CHCl₃ / 1 h / Heating

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 16.8 g / Bu₄NI / dimethylformamide

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

DOI:10.1039/b006981g

upstream raw materials:

Benzyl 4,6-O-benzylidene-β-D-galactopyranoside

benzyl bromide

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

benzyl β-D-galactopyranoside

Downstream raw materials:

benzyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside

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

Benzyl-2,3-di-O-benzyl-6-O-tosyl-β-D-galactopyranosid