p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside
• CAS No.: 1239914-74-9
• Molecular Formula: C₄₃H₄₄O₉Si
• Molecular Weight: 732.902
• Mol file: 1239914-74-9.mol

Synonyms:p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside

Chemical Property of p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside

There total 1 articles about p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-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: 87.0%

tert-butylchlorodiphenylsilane (58479-61-1) + p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside (1053380-04-3) → p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside (1239914-74-9)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2010.09.002

Reference yield: 85.0%

p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside (1239914-74-9) + p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (620951-70-4) → p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (1259986-76-9)

Guidance literature:

p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside; p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside; In dichloromethane; for 0.5h; Molecular sieve; Inert atmosphere;

With silica-gel-supported sulfuric acid; N-iodo-succinimide; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.09.002

Reference yield: 67.0%

p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside (1239914-74-9) + p-tolyl 5-O-acetyl-1-thio-2,3-O-xylylene-β-D-xylofuranoside → p-methoxyphenyl 5-O-acetyl-2,3-O-xylylene-α-D-xylofuranosyl-(1→4)-6-O-t-butyl-diphenylsilyl-2,3-di-O-benzoyl-β-D-galactopyranoside

Guidance literature:

p-methoxyphenyl 6-O-(tert-butyldiphenylsilyl)-2,3-di-O-benzoyl-β-D-galactopyranoside; p-tolyl 5-O-acetyl-1-thio-2,3-O-xylylene-β-D-xylofuranoside; In diethyl ether; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.8b00410

upstream raw materials:

tert-butylchlorodiphenylsilane

p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside

Downstream raw materials:

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside