(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

Base Information

Chemical Name:(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester
CAS No.:898831-81-7
Molecular Formula:C₁₉H₂₂N₂O₇S
Molecular Weight:422.459
Hs Code.:

Synonyms:(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

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Chemical Property of (2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

Chemical Property:

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Technology Process of (2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

There total 6 articles about (2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester 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:

: 159721-18-3
(2S)-2-[benzyl(2-nitrobenzenesulfonyl)amino]propionic acid methyl ester

: 898831-81-7
(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / -78 °C

1.2: ZnCl₂; LiCl / tetrahydrofuran / 0.5 h / 0 °C

1.3: 88 percent / CH₂Cl₂; toluene; tetrahydrofuran / 2 h / 0 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

3.1: O₃ / ethyl acetate / 1.33 h / -78 °C

3.2: Me₂S / ethyl acetate / -78 - 0 °C

4.1: 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 15 h / 20 °C

5.1: SOCl₂ / 1 h / Heating

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; 2-methyl-but-2-ene; diisobutylaluminium hydride; ozone; In dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/jo0606002

Reference yield:

: 898831-79-3
(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]pent-1-en-3-ol

: 898831-81-7
(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

2.1: O₃ / ethyl acetate / 1.33 h / -78 °C

2.2: Me₂S / ethyl acetate / -78 - 0 °C

3.1: 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 15 h / 20 °C

4.1: SOCl₂ / 1 h / Heating

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; 2-methyl-but-2-ene; ozone; In dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo0606002

Reference yield:

: N-benzyl-N-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-oxo-propyl]-2-nitro-benzenesulfonamide

: 898831-81-7
(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-hydroxybutyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 15 h / 20 °C

2: SOCl₂ / 1 h / Heating

With sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1021/jo0606002