ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 247922-02-7
• Molecular Formula: C₃₁H₃₆O₆S
• Molecular Weight: 536.689
• Mol file: 247922-02-7.mol

Synonyms:ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property of ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

There total 2 articles about ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-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: 91.0%

acetic anhydride (108-24-7) + ethyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (152964-77-7) → ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (247922-02-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1021/jo001302m

Reference yield:

ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-galactopyranoside (172275-99-9) → ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (247922-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylsilane; trifluoroacetic anhydride; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 0 °C / Inert atmosphere

With pyridine; triethylsilane; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane;

Reference yield:

ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (247922-02-7) → Acetic acid (2R,3S,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-bromo-tetrahydro-pyran-3-yl ester

Guidance literature:

With bromine; In dichloromethane; for 0.25h;

DOI:10.1021/jo001302m

upstream raw materials:

acetic anhydride

ethyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-galactopyranoside