(4R)-2-Methylthiazolidine-4-carboxylic acid

Base Information

• Chemical Name: (4R)-2-Methylthiazolidine-4-carboxylic acid
• CAS No.: 190062-99-8
• Molecular Formula: C5H9 N O2 S
• Molecular Weight: 0
• ChEMBL ID: CHEMBL356771
• DSSTox Substance ID: DTXSID80472049
• Nikkaji Number: J565.319C
• Mol file: 190062-99-8.mol

Synonyms:190062-99-8;(4R)-2-Methylthiazolidine-4-carboxylic acid;(4R)-2-METHYL-1,3-THIAZOLIDINE-4-CARBOXYLIC ACID;4-Thiazolidinecarboxylicacid,2-methyl-,(4R)-(9CI);CHEMBL356771;SCHEMBL8231312;DTXSID80472049;FHTPNEYXMGZOSH-BKLSDQPFSA-N;AKOS026730600;CS-0287486;2(r,s)-methylthiazolidine-4(r)-carboxylic acid;EN300-2925315

Chemical Property of (4R)-2-Methylthiazolidine-4-carboxylic acid

Chemical Property:

• PSA: 74.63000
• LogP: 0.45080
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 147.03539970
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1NC(CS1)C(=O)O
• Isomeric SMILES: CC1N[C@@H](CS1)C(=O)O

Technology Process of (4R)-2-Methylthiazolidine-4-carboxylic acid

There total 4 articles about (4R)-2-Methylthiazolidine-4-carboxylic 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: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + cysteine → (4R)-2-Methyl-1,3-thiazolidine-4-carboxylic acid (190062-99-8,7347-97-9,88855-01-0,88855-02-1,88855-03-2,88855-04-3)

Guidance literature:

cysteine; With potassium acetate; In methanol; for 0.166667h;

formaldehyd; In methanol; at 20 ℃; for 3h; Inert atmosphere;

Reference yield: 92.0%

L-Cysteine (52-90-4) + acetaldehyde (75-07-0,9002-91-9) → (4R)-2-Methyl-1,3-thiazolidine-4-carboxylic acid (190062-99-8,7347-97-9,88855-01-0,88855-02-1,88855-03-2,88855-04-3)

Guidance literature:

With potassium acetate; In methanol; water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jafc.6b05805

Reference yield: 60.0%

D-cysteine hydrochloride + acetaldehyde (75-07-0,9002-91-9) → (4R)-2-Methyl-1,3-thiazolidine-4-carboxylic acid (190062-99-8,7347-97-9,88855-01-0,88855-02-1,88855-03-2,88855-04-3)

Guidance literature:

With potassium acetate; In ethanol; water; at 20 ℃; for 48h;

upstream raw materials:

l-cysteine hydrochloride

acetaldehyde

L-Cysteine

formaldehyd

Downstream raw materials:

(R)-3-(2-Benzyloxycarbonylamino-acetyl)-2-methyl-thiazolidine-4-carboxylic acid

(2R,4R)-2-Methyl-thiazolidine-3,4-dicarboxylic acid 3-tert-butyl ester

2-methyl-3-glycylthiazolidine-4-carboxylic acid hydrobromide

(R)-2-methyl-3-(3-(5-methyl-2-(4-trifluoromethylphenyl)oxazol-4-ylmethoxy)benzyl)thiazolidine-4-carboxylic acid