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

Base Information

• Chemical Name: (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-chlorophenyl)butanoic acid
• CAS No.: 157457-74-4
• Molecular Formula: C₁₆H₁₅ClN₂O₅S
• Molecular Weight: 382.825

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

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

Chemical Property:

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

There total 2 articles about (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-chlorophenyl)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: 59.0%

2-nitrobenzenesulfenyl chloride (7669-54-7) + (2S,3R)-2-Amino-3-hydroxy-4-(4-chlorophenyl)butanoic acid (157457-71-1) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-chlorophenyl)butanoic acid (157457-74-4)

Guidance literature:

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

DOI:10.1021/jo00092a025

Reference yield:

(4-chlorophenyl)acetaldehyde (4251-65-4) → (2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-chlorophenyl)butanoic acid (157457-74-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 59 percent / 1N aq. NaOH / dioxane / 0.33 h

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/jo00092a025

Reference yield: 25.0%

(2S,3R)-2-<<(2-Nitrophenyl)sulfenyl>amino>-3-hydroxy-4-(4-chlorophenyl)butanoic acid (157457-74-4) → (3S,4R)-3-<<(2-Nitrophenyl)sulfenyl>amino>-4-<(4-chlorophenyl)methyl>-2-oxetanone (157457-77-7)

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-(4-chlorophenyl)butanoic acid

(4-chlorophenyl)acetaldehyde

Downstream raw materials:

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

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