(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Base Information

Chemical Name:(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol
CAS No.:310450-37-4
Molecular Formula:C₁₆H₂₅NO₄S
Molecular Weight:327.445
Hs Code.:

(2S,3S,R<sub>S</sub>)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Synonyms:(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

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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 (2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Chemical Property:

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Technology Process of (2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

There total 3 articles about (2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol 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: 71.0%

: 310450-35-2
(3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanone

: 310450-40-9
(2R,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

: 310450-37-4
(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Guidance literature:: With diisobutylaluminium hydride; zinc dibromide; In tetrahydrofuran; toluene; at -78 ℃; for 1h;
DOI:10.1016/S0957-4166(00)00264-0

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 310450-37-4
(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / Et₃N / methanol / 24 h / 20 °C

2.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

2.2: 61 percent / tetrahydrofuran / 3.5 h / -25 °C

3.1: DIBAH; ZnBr₂ / tetrahydrofuran; toluene / 1 h / -78 °C

With diisobutylaluminium hydride; triethylamine; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; toluene; 1.1: Acylation / 2.1: Metallation / 2.2: Condensation / 3.1: Reduction;
DOI:10.1016/S0957-4166(00)00264-0

Reference yield:

: 28875-17-4
(S)-N-(tert-butoxycarbonyl)alanine methyl ester

: 310450-37-4
(2S,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-1-(p-tolylsulfinyl)-2-butanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 3.5 h / -25 °C

2.1: DIBAH; ZnBr₂ / tetrahydrofuran; toluene / 1 h / -78 °C

With diisobutylaluminium hydride; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; toluene; 1.1: Metallation / 1.2: Condensation / 2.1: Reduction;
DOI:10.1016/S0957-4166(00)00264-0