(2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid

Base Information

• Chemical Name: (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid
• CAS No.: 138125-73-2
• Molecular Formula: C₁₆H₁₅N₃O₇S
• Molecular Weight: 393.377
• Mol file: 138125-73-2.mol

Synonyms:(2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid

Chemical Property of (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid

There total 8 articles about (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid 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: 90.0%

2-nitrobenzenesulfenyl chloride (7669-54-7) + (2S,3R)-2-amino-3-hydroxy-4-(4-nitrophenyl)butanoic acid (99268-38-9) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid (138125-73-2)

Guidance literature:

With sodium hydroxide; at 20 ℃;

DOI:10.1021/jo00027a006

Reference yield:

p-nitrophenylacetaldehyde (1460-05-5) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid (138125-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium hexamethyldisilylamide, TiCl(NEt₂)3 / 1.) THF, -78 deg C, 30 min; hexane, -78 deg C, 1 h, 2.) THF, -100 deg C, 10 min; -78 deg C, 3.5 h

2: 85 percent / 6N aq. HCl / Heating

3: 90 percent / 1N aq. NaOH / dioxane / 0.33 h

With hydrogenchloride; sodium hydroxide; titanium tris(diethylamido)chloride; lithium hexamethyldisilazane; In 1,4-dioxane;

DOI:10.1021/jo00092a025

Reference yield:

(2S,5S,1'R)-1-Benzoyl-5-<1'-hydroxy-2'-(4''-nitrophenyl)ethyl>-2-tert-butyl-3-methylimidazolidin-4-one (137965-31-2) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-nitrophenyl)butanoic acid (138125-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 6N aq. HCl / Heating

2: 90 percent / 1N aq. NaOH / dioxane / 0.33 h

With hydrogenchloride; sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/jo00092a025

upstream raw materials:

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

4-nitrobenzenesulfenyl chloride

p-nitrophenylacetaldehyde

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

Downstream raw materials:

(3S,4R)-3-<<(2-Nitrophenyl)sulfenyl>amino>-4-<(4-nitrophenyl)methyl>-2-oxetanone

(3S,4R)-3-Amino-4-<(4-nitrophenyl)methyl>-2-oxetanone 4-toluenesulfonate

(+/-)-diacetylbafluorin

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