2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside

Base Information

• Chemical Name: 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside
• CAS No.: 85193-61-9
• Molecular Formula: C₂₀H₃₁NO₁₁S
• Molecular Weight: 493.532

Synonyms:2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside

Chemical Property of 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside

Chemical Property:

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Technology Process of 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside

There total 7 articles about 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-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: 75.0%

2-(p-aminophenylthio)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside (87019-22-5) → 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside (85193-61-9)

Guidance literature:

With sodium methylate; In methanol; for 6h;

DOI:10.1016/0008-6215(83)88059-8

Reference yield:

2-Bromoethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside (85193-57-3) → 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside (85193-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / methyltrioctylammonium chloride, sodium hydroxide / benzene; H₂O / 9 h

2: 75 percent / sodium methoxide / methanol / 6 h

With sodium hydroxide; sodium methylate; Aliquat 336; In methanol; water; benzene;

DOI:10.1016/0008-6215(83)88059-8

Reference yield:

4-aminotiophenol (1193-02-8) → 2-(p-aminophenylthio)ethyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside (85193-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / methyltrioctylammonium chloride, sodium hydroxide / benzene; H₂O / 9 h

2: 75 percent / sodium methoxide / methanol / 6 h

With sodium hydroxide; sodium methylate; Aliquat 336; In methanol; water; benzene;

DOI:10.1016/0008-6215(83)88059-8

upstream raw materials:

2-(p-aminophenylthio)ethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

2-Bromoethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

4-aminotiophenol

Acetic acid (3R,4S,5S,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

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