2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
• CAS No.: 1048006-13-8
• Molecular Formula: C₂₂H₂₆O₁₀S
• Molecular Weight: 482.508
• Mol file: 1048006-13-8.mol

Synonyms:2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property of 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

There total 2 articles about 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-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: 50.0%

α-bromoacetophenone (70-11-1) + β-D-galactose peracetate (4163-60-4) → 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (1048006-13-8)

Guidance literature:

β-D-galactose peracetate; With boron trifluoride diethyl etherate; thiourea; In acetonitrile; for 1.41667h; Reflux; Inert atmosphere;

α-bromoacetophenone; With triethylamine; In acetonitrile; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1039/b913308a

Reference yield:

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose (19879-84-6,56981-51-2,72541-16-3,72748-72-2,92691-83-3,110660-22-5,50615-66-2) → 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (1048006-13-8)

Guidance literature:

With diethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2008.05.033

Reference yield: 81.0%

2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (1048006-13-8) → 2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-sulfonyl-β-D-galactopyranoside (1048006-25-2)

Guidance literature:

With HOF* CH₃CN; In chloroform; at 20 ℃; for 0.0333333h;

DOI:10.1016/j.tet.2008.05.033

upstream raw materials:

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose

α-bromoacetophenone

β-D-galactose peracetate

Downstream raw materials:

2'-oxo-2'-phenylethyl 2,3,4,6-tetra-O-acetyl-1-sulfonyl-β-D-galactopyranoside

2-methoxy-2-(S)-phenyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-galactopyranoso)[1,2-e]-1,4-oxathiane

acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose