methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside
• CAS No.: 81825-63-0
• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.445
• Mol file: 81825-63-0.mol

Synonyms:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

Chemical Property of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

There total 4 articles about methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-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:

methyl 3-O-methyl-β-D-glucopyranoside (14982-01-5) → methyl-[O2-benzyl-O4,O6-((R)-benzylidene)-O3-methyl-β-D-glucopyranoside] (14897-55-3,51433-10-4,71439-35-5,81825-63-0,108739-95-3,128573-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzaldehyde; zinc chloride

2: potassium hydroxide

With potassium hydroxide; benzaldehyde; zinc(II) chloride;

DOI:10.1021/ja01223a018

Reference yield:

benzyl chloride (100-44-7) + methyl 4,6-O-benzylidene-3-O-methyl-β-D-glucopyranoside (70144-57-9) → methyl-[O2-benzyl-O4,O6-((R)-benzylidene)-O3-methyl-β-D-glucopyranoside] (14897-55-3,51433-10-4,71439-35-5,81825-63-0,108739-95-3,128573-19-3)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01223a018

Reference yield:

methyl 2-O-acetyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (81825-61-8) → methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside (81825-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.5 g / NaOCH₃, methanol / 10 h / 40 °C

2: 5 g / NaH / dimethylformamide

With methanol; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1007/BF00581589

upstream raw materials:

benzyl chloride

methyl 4,6-O-benzylidene-3-O-methyl-β-D-glucopyranoside

methyl 3-O-methyl-β-D-glucopyranoside

methyl 4,6-O-benzylidene-3-O-methyl-α-D-galactopyranoside

Downstream raw materials:

methyl 2-O-benzyl-3-O-methyl-α-D-galactopyranoside

methyl 2,4-di-O-benzyl-3-O-methyl-α-D-galactopyranoside

methyl (methyl 2,4-di-O-benzyl-3-O-methyl-α-D-galactopyranosid)uronate

methyl 2-O-benzyl-3-O-methyl-6-O-trityl-α-D-galactopyranoside