(2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 248604-42-4
• Molecular Formula: C₁₉H₂₃N₃O₈S
• Molecular Weight: 453.473

Synonyms:(2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Chemical Property of (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

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Technology Process of (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

There total 1 articles about (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl 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: 69.0%

(3S,4S)-pyrrolidine-3,4-diol (90481-32-6) + (2S,4S)-4-Acetylthio-1-(4-nitrobenzyloxycarbonyl)-2-carboxypyrrolidine → (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (248604-42-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/S0960-894X(99)00407-2

Reference yield: 62.0%

acetic anhydride (108-24-7) + (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (248604-42-4) → (2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-diacetoxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (248604-47-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1016/S0960-894X(99)00407-2

Reference yield:

(2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-dihydroxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (248604-42-4) → (2S,4S)-2-((3S,4S)-3,4-Dihydroxy-pyrrolidine-1-carbonyl)-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (248604-43-5)

Guidance literature:

With sodium hydroxide; In methanol; for 0.5h; Ambient temperature;

DOI:10.1016/S0960-894X(99)00407-2

upstream raw materials:

(3S,4S)-pyrrolidine-3,4-diol

Downstream raw materials:

(2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-diacetoxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

(2S,4S)-2-((3S,4S)-3,4-Dihydroxy-pyrrolidine-1-carbonyl)-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

(2S,4S)-4-Acetylsulfanyl-2-((3S,4S)-3,4-bis-carbamoyloxy-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

(2S,4S)-2-((3S,4S)-3,4-Diacetoxy-pyrrolidine-1-carbonyl)-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

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