(2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester

Base Information

• Chemical Name: (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester
• CAS No.: 177469-05-5
• Molecular Formula: C₁₁H₁₄N₂O₅
• Molecular Weight: 254.243
• Mol file: 177469-05-5.mol

Synonyms:(2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester

Chemical Property of (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester

There total 3 articles about (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic 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:

ethyl 2-diazo-3-(4-nitrophenyl)-3-oxopropanoate (75414-82-3) → (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (177469-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 57 percent / Rh₂(octanoate)4 / CH₂Cl₂

2.1: Et₃N*HCO₂H; (RuCl₂C₆H₆)2; (+)-pseudoephedrine / propan-2-ol

2.2: hydrogen chloride

With dichloro(benzene)ruthenium(II) dimer; rhodium (II) octanoate dimer; pseudoephedrine; triethylammonium formate; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.tetasy.2004.10.005

Reference yield:

ethyl-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)-3-oxopropanoate → (2S,3S)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (1194757-37-3) + (2R,3S)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (582294-95-9) + (2S,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (582295-24-7) + (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (177469-05-5)

Guidance literature:

ethyl-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)-3-oxopropanoate; With dichloro(benzene)ruthenium(II) dimer; pseudoephedrine; triethylammonium formate; In isopropyl alcohol;

With hydrogenchloride; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2004.10.005

Reference yield:

(2RS,3RS)-3-hydroxy-2-(4-nitro-benzylidenamino)-3-(4-nitro-phenyl)-propionic acid ethyl ester (5872-76-4,5872-79-7,7146-56-7) → (2R,3R)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester (177469-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic HCl

2: O,O'-dibenzoyl-L_g-tartaric acid

With hydrogenchloride; L-(-)-O,O'-dibenzoyltartaric acid;

upstream raw materials:

ethyl 2-diazo-3-(4-nitrophenyl)-3-oxopropanoate

(2RS,3RS)-3-hydroxy-2-(4-nitro-benzylidenamino)-3-(4-nitro-phenyl)-propionic acid ethyl ester

Downstream raw materials:

(1R,2S)-(+)-2-amino-1-(4-nitrophenyl)-1,3-propanediol

(2R,3R)-2-acetylamino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester