(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

Base Information

Chemical Name:(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate
CAS No.:1255203-11-2
Molecular Formula:C₁₆H₂₂BrNO₅
Molecular Weight:388.258
Hs Code.:

Synonyms:(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

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Chemical Property of (2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

Chemical Property:

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Technology Process of (2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

There total 4 articles about (2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate 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: 94.0%

: 1255203-03-2
ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-oxopropanoate

: 1255203-11-2
(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

Guidance literature:: With dichloro(benzene)ruthenium(II) dimer; triethylammonium formate; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol; In isopropyl alcohol; at 20 ℃; for 168h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol102323k

Reference yield:

: 1255203-03-2
ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-oxopropanoate

: 1255203-11-2
(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

: (2R,3R)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

: ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

Guidance literature:: With dichloro(benzene)ruthenium(II) dimer; sodium formate; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol; In dichloromethane; water; at 20 ℃; for 72h; Overall yield = 94 %; Overall yield = 51.7 mg; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol303115v

Reference yield:

: 102831-44-7
diethyl tert-butoxycarbonylaminomalonate

: 1255203-11-2
(2S, 3S)-ethyl 3-(3-bromophenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide

2.1: triethylamine; magnesium chloride / tetrahydrofuran / 2 h / 0 °C

2.2: 0 - 20 °C

3.1: dichloro(benzene)ruthenium(II) dimer; formic acid/triethylamine complex 5:2; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol / isopropyl alcohol / 168 h / 20 °C

With dichloro(benzene)ruthenium(II) dimer; formic acid/triethylamine complex 5:2; triethylamine; sodium hydroxide; magnesium chloride; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol; In tetrahydrofuran; isopropyl alcohol;
DOI:10.1002/chem.201103739