phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside
• CAS No.: 882068-07-7
• Molecular Formula: C₃₅H₃₈O₆S
• Molecular Weight: 586.749

Synonyms:phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside

There total 2 articles about phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-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%

C40H46O7S (882068-22-6) → phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside (882068-07-7)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; chloroform; at 20 ℃; for 1h;

DOI:10.1039/b513897c

Reference yield:

phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside (38184-12-2,120403-26-1,87470-73-3) → phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside (882068-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / 0 °C

1.2: 67 percent / dimethylformamide / 20 °C

2.1: 88 percent / TsOH*H₂O / CHCl₃; methanol / 1 h / 20 °C

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

DOI:10.1039/b513897c

Reference yield: 68.0%

phenyl 2,3,4-tri-O-benzyl-6-O-(2-hydroxyethyl)-1-thio-β-D-galactopyranoside (882068-07-7) + p-toluenesulfonyl chloride (98-59-9) → phenyl 2,3,4-tri-O-benzyl-6-O-{2-(p-toluenesulfonyloxy)ethyl}-1-thio-β-D-galactopyranoside (882068-08-8)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1039/b513897c

upstream raw materials:

C₄₀H₄₆O₇S

phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Downstream raw materials:

phenyl 2,3,4-tri-O-benzyl-6-O-{2-(p-toluenesulfonyloxy)ethyl}-1-thio-β-D-galactopyranoside

2-trimethylsilylethyl 2,3,4-tri-O-benzyl-6-O-(phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galatopyranosid-6-yloxyethyl)-β-L-galactopyranoside

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