(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

Base Information

• Chemical Name: (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide
• CAS No.: 177796-04-2
• Molecular Formula: C₁₉H₃₅NO₂SSi
• Molecular Weight: 369.644
• Mol file: 177796-04-2.mol

Synonyms:(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

Chemical Property of (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

There total 3 articles about (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide 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:

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ4-[1,2,3]oxathiazole 2-oxide (170900-87-5) → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide (177796-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / -78 °C

2: EtMe₂N, DMAP / CH₂Cl₂ / 18 h

With dmap; N,N-dimethyl-ethanamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja9530735

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + C13H21NO2S → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide (177796-04-2)

Guidance literature:

With dmap; N,N-dimethyl-ethanamine; In dichloromethane; for 18h; Yield given;

DOI:10.1021/ja9530735

Reference yield:

→ (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide (177796-04-2)

Guidance literature:

upstream raw materials:

tert-butyldimethylsilyl chloride

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ⁴-[1,2,3]oxathiazole 2-oxide

Downstream raw materials:

(-)-(S_S,N(1R),1R,1'R,2S,2'Z)-1-(2'-{[N-(1-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methylpropyl)-S-4-(methylphenyl)sulfonimidoyl]methylene}cyclohex-1'-yl)-2-[(tert-butyldimethylsilyl)oxy]propan-1-ol

(-)-(S_S,N(1R),1R,1'R,2R,2'Z)-1-(2'-{[N-(1-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methylpropyl)-S-4-(methylphenyl)sulfonimidoyl]methylene}cyclopent-1'-yl)-2-[(tert-butyldimethylsilyl)oxy]propan-1-ol

(-)-(S_S,N(1R),1R,1'R,2S,2'Z)-1-(2'-{[N-(1-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methylpropyl)-S-4-(methylphenyl)sulfonimidoyl]methylene}cyclopent-1'-yl)-2-[(tert-butyldimethylsilyl)oxy]propan-1-ol