p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside
• CAS No.: 100762-19-4
• Molecular Formula: C₂₁H₂₆O₁₁S
• Molecular Weight: 486.497
• Mol file: 100762-19-4.mol

Synonyms:p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside

Chemical Property of p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside

There total 4 articles about p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-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: 89.0%

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8) → p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside (100762-19-4)

Guidance literature:

With urea hydrogen peroxide adduct; In acetic acid; at 20 - 80 ℃; for 10h;

DOI:10.3762/bjoc.13.113

Reference yield: 84.0%

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8) → 1-deoxy-1-[(R/S)-(4-methylphenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose + p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside (100762-19-4)

Guidance literature:

With water; magnesium monoperoxyphthalate hexahydrate; In dichloromethane; at 25 ℃; for 6h; Further Variations:; Reagents; conditions; Product distribution;

DOI:10.1021/jo035698o

Reference yield:

β-D-galactose peracetate (4163-60-4) → p-methylphenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-β-D-galactopyranoside (100762-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C / Inert atmosphere

2: urea hydrogen peroxide adduct / acetic acid / 10 h / 20 - 80 °C

With boron trifluoride diethyl etherate; urea hydrogen peroxide adduct; In dichloromethane; acetic acid;

DOI:10.3762/bjoc.13.113

upstream raw materials:

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

β-D-galactose peracetate