(S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol

Base Information

• Chemical Name: (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol
• CAS No.: 316363-67-4
• Molecular Formula: C₁₈H₃₃NO₃SSi
• Molecular Weight: 371.616
• Mol file: 316363-67-4.mol

Synonyms:(S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol

Chemical Property of (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol

There total 4 articles about (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol 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: 97.0%

(S)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide (139192-48-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol (316363-67-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 25 ℃;

DOI:10.1021/jo060495w

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol (316363-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / DMAP; triethylamine / CH₂Cl₂ / 0 - 25 °C

2: 97 percent / imidazole / dimethylformamide / 0 - 25 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060495w

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-valinol (316363-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / DMAP; triethylamine / CH₂Cl₂ / 0 - 25 °C

2: 97 percent / imidazole / dimethylformamide / 0 - 25 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060495w

upstream raw materials:

(S)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide

tert-butyldimethylsilyl chloride

(S)-valinol

p-toluenesulfonyl chloride

Downstream raw materials:

(S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-isopropyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal

cis-5-isopropyl-4-(toluene-4-sulfonyl)-2-vinylmorpholine

(5S)-4-aza-1-hydroxy-5-isopropyl-7-oxa-4-(p-toluenesulfonyl)cycloheptane