(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

Base Information

Chemical Name:(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate
CAS No.:1350971-02-6
Molecular Formula:C₁₁H₁₄N₂O₄
Molecular Weight:238.243
Hs Code.:

Synonyms:(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

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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 (2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

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Technology Process of (2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

There total 5 articles about (2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate 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: 88.0%

: 102-96-5
(2-nitroethenyl)benzene

: 66646-88-6
methyl 2-(benzylideneamino)acetate

: (2S,3S,4R,5S)-methyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate

: methyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate

: 1350971-02-6
(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

Guidance literature:: (2-nitroethenyl)benzene; methyl 2-(benzylideneamino)acetate; With silver benzoate; triethylamine; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine; In toluene; at -80 ℃; for 17h; Inert atmosphere;

With hydrogenchloride; In water; toluene; at -80 - 20 ℃; Reagent/catalyst; stereoselective reaction; Inert atmosphere;
DOI:10.1002/adsc.201400563

Reference yield:

: 102-96-5
(2-nitroethenyl)benzene

: 66646-88-6
methyl 2-(benzylideneamino)acetate

: 1350971-02-6
(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

: 1443052-29-6
(2S,3S,4R,5S)-methyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate hydrochloride

: (2R,3R,4S,5R)-methyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate hydrochloride

Guidance literature:: (2-nitroethenyl)benzene; methyl 2-(benzylideneamino)acetate; With C₃₇H₃₃O₂P; copper(II) bis(trifluoromethanesulfonate); In toluene; at -80 ℃; for 0.166667h;

With triethylamine; In toluene; at -80 ℃; for 72h;

With hydrogenchloride; In water; toluene; at -80 - 20 ℃; Temperature; enantioselective reaction;
DOI:10.1021/ol4006618

Reference yield:

: 5153-67-3
nitrostyrene

: 1350971-02-6
(2R,3S)-methyl 2-amino-4-nitro-3-phenylbutanoate

Guidance literature:: Multi-step reaction with 2 steps

1: (22α)-21,22-dihydroxy-2,3-dimethoxy-21,22-dihydrostrychnidin-10-one; copper (I) acetate / 1,1,2-trichloroethane / -15 °C / Inert atmosphere

2: hydrogenchloride; water / acetonitrile / 0.5 h / Inert atmosphere

With hydrogenchloride; (22α)-21,22-dihydroxy-2,3-dimethoxy-21,22-dihydrostrychnidin-10-one; water; copper (I) acetate; In 1,1,2-trichloroethane; acetonitrile;
DOI:10.1021/ja2100356