1,3-Thiazolidin-3-ium-4-carboxylate

Base Information

• Chemical Name: 1,3-Thiazolidin-3-ium-4-carboxylate
• CAS No.: 444-27-9
• Molecular Formula: C4H7NO2S
• Molecular Weight: 133.18
• Hs Code.: 2934999090
• Metabolomics Workbench ID: 153758
• Mol file: 444-27-9.mol

Synonyms:1,3-thiazolidin-3-ium-4-carboxylate;thiaproline zwitterion;thioproline zwitterion;thiazolidinium-4-carboxylate;CHEBI:133584

Chemical Property of 1,3-Thiazolidin-3-ium-4-carboxylate

Chemical Property:

• Melting Point: 199 - 201ºC
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 350.302 °C at 760 mmHg
• PKA: 2.09±0.20(Predicted)
• Flash Point: 165.657 °C
• PSA: 74.63000
• Density: 1.38 g/cm³
• LogP: 0.06230
• Storage Temp.: Room Temperature
• Water Solubility.: 29.3g/L(21 oC)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 133.01974964
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

1,3-Thiazolidine-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C([NH2+]CS1)C(=O)[O-]
• Uses: Timonacic is a derivative of Proline (P756050), a cyclic nonessential amino acid. Timonacic is a research molecule of interest with potential antineoplastic activities by acting on the cell membrane of tumour cells and causing reverse transformation to normal cells.
• Therapeutic Function: Hepatoprotectant, Choleretic

Technology Process of 1,3-Thiazolidin-3-ium-4-carboxylate

There total 15 articles about 1,3-Thiazolidin-3-ium-4-carboxylate 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: 93.5%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + rac-cysteine (921-01-7,3374-22-9,4371-52-2,40143-64-4,40143-66-6,40143-69-9,52-90-4) → (RS)-4-thiazolidinecarboxylic acid (444-27-9,19291-02-2,34592-47-7,45521-09-3,2756-91-4,6070-92-4,60731-25-1)

Guidance literature:

In water; acetic acid; at 30 ℃; for 1h;

DOI:10.1246/bcsj.62.109

Reference yield: 77.7%

(2R,3R)-2,3-Dihydroxy-succinic acid; compound with (S)-thiazolidine-4-carboxylic acid (114192-98-2) → L-thiaproline (444-27-9,19291-02-2,34592-47-7,45521-09-3,2756-91-4,6070-92-4,60731-25-1)

Guidance literature:

In methanol; for 1h; Ambient temperature;

DOI:10.1246/cl.1987.2041

Reference yield: 74.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + l-cysteine hydrochloride (52-89-1) → (RS)-4-thiazolidinecarboxylic acid (444-27-9,19291-02-2,34592-47-7,45521-09-3,2756-91-4,6070-92-4,60731-25-1)

Guidance literature:

In water; Ambient temperature;

DOI:10.1021/jo00264a027

upstream raw materials:

formaldehyd

l-cysteine hydrochloride

L-thioproline

rac-cysteine

Downstream raw materials:

3-benzoyl-thiazolidine-4-carboxylic acid

3-phenylacetyl-thiazolidine-4-carboxylic acid

1,2,3,3aα,4α,8,8aβ,8bα-octahydro-2-methyl-4-phenylpyrrolo<3',4':3,4>pyrrolo<1,2-c>thiazole-1,3-dione

1,2,3,3aα,4β,8aα,8bα-octahydro-2-methyl-4-phenylpyrrolo<3',4':3,4>pyrrolo<1,2-c>thiazole-1,3-dione

Refernces

• 1、 Pan, Junzhu,Wang, Qianqian,He, Gu,Ouyang, Liang,Guo, Li. "Synthesis and biological activity of novel L-amino acid based analgesic compounds". scheme or table. p. 359 - 364. Retrieved 2011/10/31.
• 2、 -. "EFFICIENT SYNTHESIS OF CHELATORS FOR NUCLEAR IMAGING AND RADIOTHERAPY: COMPOSITIONS AND APPLICATIONS". Page/Page column 95-96. . Retrieved 2008/06/13.