p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside

Base Information

• Chemical Name: p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside
• CAS No.: 1269466-45-6
• Molecular Formula: C₂₁H₄₀O₄SSi₃
• Molecular Weight: 472.869
• Mol file: 1269466-45-6.mol

Synonyms:p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside

Chemical Property of p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside

There total 1 articles about p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside 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: 93.0%

chloro-trimethyl-silane (75-77-4) + 4-methylphenyl 1-thio-β-D-xylopyranoside (67803-94-5) → p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside (1269466-45-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol200192d

Reference yield: 65.0%

p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside (1269466-45-6) + benzaldehyde (100-52-7) → p-methylphenyl 4-O-benzyl-1-thio-β-D-xylopyranoside (1269466-59-2) + p-methylphenyl 3-O-benzyl-1-thio-β-D-xylopyranoside (1269466-50-3) + p-methylphenyl 2-O-benzyl-1-thio-β-D-xylopyranoside (1269466-56-9)

Guidance literature:

p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside; benzaldehyde; With triethylsilane; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - 20 ℃; Molecular sieve; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol200192d

Reference yield: 45.0%

p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside (1269466-45-6) + benzaldehyde (100-52-7) + benzoic acid anhydride (93-97-0) → 4-methylphenyl 2-O-benzoyl-3-O-benzyl-1-thio-β-D-xylopyranoside (1269466-61-6)

Guidance literature:

p-methylphenyl 2,3,4-tri-O-trimethylsilyl-1-thio-β-D-xylopyranoside; benzaldehyde; With triethylsilane; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 3h; Molecular sieve; Inert atmosphere;

benzoic acid anhydride; With ytterbium(III) triflate; In 1,4-dioxane; dichloromethane; at 20 ℃; for 4h; regioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol200192d

upstream raw materials:

chloro-trimethyl-silane

4-methylphenyl 1-thio-β-D-xylopyranoside

Downstream raw materials:

4-methylphenyl 2-O-benzoyl-3-O-benzyl-1-thio-β-D-xylopyranoside

p-methylphenyl 4-O-benzoyl-3-O-benzyl-1-thio-β-D-xylopyranoside

p-methylphenyl 2-O-benzoyl-4-O-(2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-3-O-benzyl-1-thio-β-D-xylopyranoside

N-(benzyl)benzyloxycarbonyl-5-aminopentyl 2-O-benzoyl-3-O-benzyl-β-D-xylopyranoside