(2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester

Base Information

• Chemical Name: (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester
• CAS No.: 137527-24-3
• Molecular Formula: C₁₂H₁₆N₂O₅
• Molecular Weight: 268.269
• Mol file: 137527-24-3.mol

Synonyms:(2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester

Chemical Property of (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester

There total 2 articles about (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric 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: 64.0%

(4S,5R)-5-(4-Nitro-benzyl)-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester (137527-23-2) → (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester (137527-24-3)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃;

DOI:10.1039/c39910001007

Reference yield:

p-nitrophenylacetaldehyde (1460-05-5) → (2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester (137527-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NaCN / ethanol / Ambient temperature

2: 64 percent / conc. HCl / methanol / 50 °C

With hydrogenchloride; sodium cyanide; In methanol; ethanol;

DOI:10.1039/c39910001007

Reference yield:

(2R,3S)-2-Amino-3-hydroxy-4-(4-nitro-phenyl)-butyric acid ethyl ester (137527-24-3) → N-[(2R,3S)-2-(4-Nitro-benzyl)-4-oxo-oxetan-3-yl]-benzamide (137527-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / Ambient temperature

2: aq. NaOH / tetrahydrofuran / Ambient temperature

3: 62 percent / PhSO₂Cl, pyridine / 0 °C

4: 80 percent / pyridinium toluene-p-sulfonate (PPTS) / CH₂Cl₂ / Ambient temperature

With pyridine; sodium hydroxide; pyridinium p-toluenesulfonate; triethylamine; benzenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39910001007

upstream raw materials:

(4S,5R)-5-(4-Nitro-benzyl)-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester

p-nitrophenylacetaldehyde

Downstream raw materials:

(2S,3R)-3-Hydroxy-4-(4-nitro-phenyl)-2-(2-nitro-phenylsulfanylamino)-butyric acid ethyl ester

N-[(2R,3S)-2-(4-Nitro-benzyl)-4-oxo-oxetan-3-yl]-benzamide

(3S,4R)-4-(4-Nitro-benzyl)-3-(2-nitro-phenylsulfanylamino)-oxetan-2-one

(2S,3R)-3-Hydroxy-4-(4-nitro-phenyl)-2-(2-nitro-phenylsulfanylamino)-butyric acid