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

Base Information

• Chemical Name: (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-phenylbutanoic acid
• CAS No.: 157457-73-3
• Molecular Formula: C₁₆H₁₆N₂O₅S
• Molecular Weight: 348.379
• Mol file: 157457-73-3.mol

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

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

There total 2 articles about (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-phenylbutanoic 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: 83.0%

2-nitrobenzenesulfenyl chloride (7669-54-7) + (2S,3R)-2-Amino-3-hydroxy-4-phenylbutanoic acid (157543-53-8) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-phenylbutanoic acid (157457-73-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 0.333333h;

DOI:10.1021/jo00092a025

Reference yield:

phenylacetaldehyde (122-78-1) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-phenylbutanoic acid (157457-73-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 83 percent / 1N aq. NaOH / dioxane / 0.33 h

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/jo00092a025

Reference yield: 41.0%

(2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-phenylbutanoic acid (157457-73-3) → (3S,4R)-3-<<(2-Nitrophenyl)sulfenyl>amino>-4-benzyl-2-oxetanone (157457-76-6)

Guidance literature:

With pyridine; 4-bromobenzenesulfonyl chloride; 1.) -45 deg C, 1 h, 2.) 0 deg C, 4 h;

DOI:10.1021/jo00092a025

upstream raw materials:

2-nitrobenzenesulfenyl chloride

(2S,3R)-2-Amino-3-hydroxy-4-phenylbutanoic acid

phenylacetaldehyde

Downstream raw materials:

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