p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside

Base Information

• Chemical Name: p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside
• CAS No.: 872593-85-6
• Molecular Formula: C₂₀H₂₀O₄S
• Molecular Weight: 356.442
• Mol file: 872593-85-6.mol

Synonyms:p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside

Chemical Property of p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside

There total 2 articles about p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside 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: 71.0%

p-tolyl 4,6-O-benzylidene-3-O-p-toluenesulfonyl-1-thio-β-D-galactopyranoside (755002-36-9) → p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside (872593-85-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ol052128x

Reference yield:

p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside (220645-86-3) → p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside (872593-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / pyridine / CH₂Cl₂ / 70 h / 20 °C

2: 71 percent / t-BuOK / dimethylformamide / 1 h / 20 °C

With pyridine; potassium tert-butylate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol052128x

Reference yield: 89.0%

p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-gulopyranoside (872593-85-6) → p-tolyl 4,6-O-benzylidene-1,2-dideoxy-1-thio-D-xylo-hex-1-enpyranoside

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In toluene; butan-1-ol; for 0.5h; Heating;

DOI:10.1021/ol052128x

upstream raw materials:

p-tolyl 4,6-O-benzylidene-3-O-p-toluenesulfonyl-1-thio-β-D-galactopyranoside

p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside