ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside
• CAS No.: 203514-18-5
• Molecular Formula: C₂₄H₂₆O₈S
• Molecular Weight: 474.532
• Mol file: 203514-18-5.mol

Synonyms:ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

Chemical Property of ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

There total 5 articles about ethyl 4-O-acetyl-2,6-di-O-benzoyl-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: 92.0%

Triethyl orthoacetate (78-39-7) + ethyl 2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (194858-02-1) → ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1h; Ambient temperature;

Reference yield:

ethyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (210093-48-4) → ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. acetic acid / 1 h / 80 °C

2: 92 percent / p-TsOH / benzene / 1 h / Ambient temperature

With toluene-4-sulfonic acid; In acetic acid; benzene;

Reference yield:

ethyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (172146-95-1) → ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / pyridine / 2 h / Ambient temperature

2: aq. acetic acid / 1 h / 80 °C

3: 92 percent / p-TsOH / benzene / 1 h / Ambient temperature

With toluene-4-sulfonic acid; In pyridine; acetic acid; benzene;

upstream raw materials:

Triethyl orthoacetate

ethyl 2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

benzoyl chloride

ethyl 1-thio-β-D-galactopyranoside

Downstream raw materials:

ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

ethyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

ethyl 4-O-acetyl-2,6-di-O-benzoyl-3-O-chloroacetyl-1-thio-β-D-galactopyranoside

7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid 2-trimethylsilanyl-ethyl ester