(2S,4R)-4-Hydroxy-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: (2S,4R)-4-Hydroxy-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
• CAS No.: 401564-30-5
• Molecular Formula: C₁₃H₂₂N₂O₄S
• Molecular Weight: 302.395
• Mol file: 401564-30-5.mol

Synonyms:3-[(2S,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

Chemical Property of (2S,4R)-4-Hydroxy-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 492℃
• Flash Point: 251℃
• Density: 1.311

Purity/Quality:

≥99% ^*data from raw suppliers

1-Pyrrolidinecarboxylicacid,4-hydroxy-2-(3-thiazolidinylcarbonyl)-,1,1-dimethylethylester,(2S,4R)- ^*data from reagent suppliers

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Technology Process of (2S,4R)-4-Hydroxy-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

There total 2 articles about (2S,4R)-4-Hydroxy-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl 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: 62.0%

1,3-thiazolidine (504-78-9) + (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (13726-69-7,946610-68-0) → 3-[(2S,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine (401564-30-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2012.06.033

Reference yield:

1,3-thiazolidine (504-78-9) + ethylene dichloride hydrochloride + 1-(t-butoxycarbonyl)-4-hydroxyproline (40350-82-1,946610-68-0) + sodium hydrogencarbonate (144-55-8) → 3-[(2S,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine (401564-30-5)

Guidance literature:

With benzotriazol-1-ol; In N,N-dimethyl-formamide;

Reference yield: 55.0%

3-[(2S,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine (401564-30-5) → (2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester (401564-36-1)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; In dichloromethane; dimethyl sulfoxide; for 2h; Cooling with ice;

DOI:10.1016/j.bmc.2012.06.033

upstream raw materials:

1,3-thiazolidine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

1-(t-butoxycarbonyl)-4-hydroxyproline

sodium hydrogencarbonate

Downstream raw materials:

(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

C₂₃H₃₄N₄SO₃

3-[(2S,4S)-4-(4-benzyl-1-piperazinyl)-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

C₃₀H₄₀N₄SO₃

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