(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide
CAS No.:167502-69-4
Molecular Formula:C₁₆H₂₉NO₄SSi
Molecular Weight:359.562
Hs Code.:

Synonyms:(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

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Technology Process of (S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

There total 6 articles about (S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide 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: 51.0%

: (R)-methyl-3-((tert-butyldimethylsilyl)oxy)-2-(4-methylphenylsulfonamido)propanoate

: 167502-69-4
(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; for 18h; Ambient temperature;
DOI:10.1248/cpb.42.2241

Reference yield: 34.0%

: 188816-52-6
N-[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-trityloxy-ethyl]-4-methyl-benzenesulfonamide

: 167502-69-4
(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; for 24h;
DOI:10.1021/jo962307f

Reference yield:

: 17136-46-8
methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate

: 167502-69-4
(S)-N-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

2: LiBH₄ / tetrahydrofuran; ethanol / 6 h / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: 34 percent / H₂ / Pd(OH)2/C / ethyl acetate / 24 h

With dmap; lithium borohydride; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo962307f