(R)-3-Acetylthiazolidine-4-carboxylic acid

Base Information

• Chemical Name: (R)-3-Acetylthiazolidine-4-carboxylic acid
• CAS No.: 54323-50-1
• Molecular Formula: C6H9NO3S
• Molecular Weight: 175.208
• Hs Code.: 2933990090
• European Community (EC) Number: 259-102-0
• DSSTox Substance ID: DTXSID10202694
• Nikkaji Number: J266.864E
• Wikidata: Q72435902
• Mol file: 54323-50-1.mol

Synonyms:(R)-3-Acetylthiazolidine-4-carboxylic acid;54323-50-1;4-Thiazolidinecarboxylic acid, 3-acetyl-, (4R)-;(4R)-3-acetyl-1,3-thiazolidine-4-carboxylic acid;EINECS 259-102-0;(R)-Aminofol;MFCD00038440;N-acetyl-thioproline;(R)-3-Acetylthiazolidine-4-carboxylicacid;SCHEMBL6482583;DTXSID10202694;AKOS010396843;Acetyl-L-thiazolidine-4-carboxylic acid;DS-16112;(R)-3-acetylthiazolidin-4-carboxylic acid;CS-0155033;D82512;EN300-736749;(4R)-3-Acetyl-4alpha-thiazolidinecarboxylic acid;J-502203

Chemical Property of (R)-3-Acetylthiazolidine-4-carboxylic acid

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Vapor Pressure: 6.21E-09mmHg at 25°C
• Melting Point: 143-145℃
• Refractive Index: 1.58
• Boiling Point: 439 °C at 760 mmHg
• PKA: 3.27±0.20(Predicted)
• Flash Point: 219.3 °C
• PSA: 89.70000
• Density: 1.427 g/cm³
• LogP: -0.00040
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 175.03031432
• Heavy Atom Count: 11
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

(R)-Aminofol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CSCC1C(=O)O
• Isomeric SMILES: CC(=O)N1CSC[C@H]1C(=O)O
• Uses: A cysteine derivative as potential antitumor agent

Technology Process of (R)-3-Acetylthiazolidine-4-carboxylic acid

There total 4 articles about (R)-3-Acetylthiazolidine-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: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetic anhydride (108-24-7) + D‐cysteine hydrochloride monohydrate (207121-46-8,116797-51-4) → (4R)-N-acetylthiazolidine-4-carboxylic acid (54323-50-1,104527-63-1)

Guidance literature:

With sodium carbonate; In water; at 20 - 50 ℃; for 1h; pH=7 - 10; Large scale;

Reference yield: 89.0%

2-Thenoylacetonitrile (33898-90-7) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → (4R)-N-acetylthiazolidine-4-carboxylic acid (54323-50-1,104527-63-1)

Guidance literature:

With potassium chloride; at 85 ℃; for 2.66667h; Temperature;

Reference yield:

acetic anhydride (108-24-7) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → (4R)-N-acetylthiazolidine-4-carboxylic acid (54323-50-1,104527-63-1)

Guidance literature:

With water; at 90 ℃;

DOI:10.1021/ja01280a050

upstream raw materials:

acetic anhydride

L-thioproline

2-Thenoylacetonitrile

formaldehyd

Refernces

• 1、 -. "Synthetic method for timonacic pharmaceutical intermediate--L-N-acetyl thioproline". Paragraph 0014; 0015. . Retrieved 2016/10/27.
• 2、 Lopes, Susana M. M.,Laranjo, Mafalda,Serra, Armenio C.,Abrantes, Ana Margarida,Rocha Gonsalves, Antonio M. D'A.,Botelho, Maria Filomena,Beja, Ana Matos,Silva, Manuela Ramos,Pinho E Melo, Teresa M. V. D.. "Synthesis and biological evaluation of new naphthoquinone-containing pyrrolo-thiazoles as anticancer agents". experimental part. p. 960 - 966. Retrieved 2010/10/19.