(S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate
• CAS No.: 169611-43-2
• Molecular Formula: C₁₆H₂₈O₄SSi
• Molecular Weight: 344.547
• Mol file: 169611-43-2.mol

Synonyms:(S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate

Chemical Property of (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate

There total 3 articles about (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate 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: 92.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S)-2-hydroxypropyl 4-methylbenzenesulfonate (32464-98-5) → (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate (169611-43-2)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 36h;

Reference yield: 92.0%

tert-butyldimethylsilyl trifluoroacetate (104410-90-4) + (2S)-2-hydroxypropyl 4-methylbenzenesulfonate (32464-98-5) → (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate (169611-43-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/0957-4166(95)00134-B

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate (169611-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 16 h / 20 °C

2: 1H-imidazole; dmap / dichloromethane / 36 h / 20 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane;

upstream raw materials:

tert-butyldimethylsilyl trifluoroacetate

(2S)-2-hydroxypropyl 4-methylbenzenesulfonate

p-toluenesulfonyl chloride

tert-butyldimethylsilyl chloride