(4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid

Base Information

• Chemical Name: (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid
• CAS No.: 67714-38-9
• Molecular Formula: C₁₅H₁₇NO₄S₂
• Molecular Weight: 339.436
• Mol file: 67714-38-9.mol

Synonyms:

Chemical Property of (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid

There total 2 articles about (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic 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: 29.0%

(D)-3-(benzoylthio)-2-methylpropanoic acid chloride (76740-20-0) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid (67714-38-9) + (4R)-3-<(2R)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid (67714-37-8)

Guidance literature:

With sodium hydrogencarbonate; In water; for 1h;

DOI:10.1248/cpb.30.440

Reference yield:

(D)-3-(Benzoylthio)-2-methylpropanoic acid (74431-50-8) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → (4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid (67714-38-9)

Guidance literature:

With triethylamine; isobutyl chloroformate; Yield given. Multistep reaction; 1) tetrahydrofuran, RT, 10 min, 2) water, RT, 30 min;

DOI:10.1248/cpb.30.440

Reference yield: 72.0%

(4R)-3-<(2S)-S-benzoyl-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid (67714-38-9) → (4R)-3-<(2S)-3-Mercapto-2-methyl-propanoyl>-4-thiazolidinecarboxylic acid (67714-46-9)

Guidance literature:

With ammonium hydroxide; for 1h; Ambient temperature;

DOI:10.1248/cpb.30.440

upstream raw materials:

(D)-3-(benzoylthio)-2-methylpropanoic acid chloride

L-thioproline

(D)-3-(Benzoylthio)-2-methylpropanoic acid

Downstream raw materials:

(4R)-3-<(2S)-3-Mercapto-2-methyl-propanoyl>-4-thiazolidinecarboxylic acid

Refernces