p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside

Base Information

• Chemical Name: p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside
• CAS No.: 917590-91-1
• Molecular Formula: C₄₂H₄₆O₄SSi
• Molecular Weight: 674.976
• Mol file: 917590-91-1.mol

Synonyms:p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside

Chemical Property of p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside

There total 6 articles about p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside 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: 98.0%

benzyl bromide (100-39-0) + p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside (204918-55-8) → p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside (917590-91-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/ol062198j

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside (917590-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / pyridine

2: NaH / dimethylformamide

With pyridine; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)01133-9

Reference yield:

p-methylphenyl 1-thio-α-D-arabinofuranoside (204918-49-0) → p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside (917590-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / pyridine

2: NaH / dimethylformamide

With pyridine; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)01133-9

upstream raw materials:

benzyl bromide

p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose

p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside

Downstream raw materials:

2,3-di-O-benzyl-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

Benzoic acid (2R,3R,4S,5R)-3,4-bis-benzyloxy-5-p-tolylsulfanyl-tetrahydro-furan-2-ylmethyl ester