(4S)-1,3-thiazolidin-3-ium-4-carboxylate

Base Information

• Chemical Name: (4S)-1,3-thiazolidin-3-ium-4-carboxylate
• CAS No.: 45521-09-3
• Molecular Formula: C₄H₇NO₂S
• Molecular Weight: 133.171
• Mol file: 45521-09-3.mol

Synonyms:

Chemical Property of (4S)-1,3-thiazolidin-3-ium-4-carboxylate

Chemical Property:

• Vapor Pressure: 7.63E-06mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 350.3 °C at 760 mmHg
• Flash Point: 165.7 °C
• PSA: 74.63000
• Density: 1.38 g/cm³
• LogP: 0.06230
• Storage Temp.: Store at 0-5°C
• 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:

99.0%, ^*data from raw suppliers

D-Thiaproline98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C([NH2+]CS1)C(=O)[O-]
• Isomeric SMILES: C1[C@@H]([NH2+]CS1)C(=O)[O-]
• Uses: D-THIAZOLIDINE-4-CARBOXYLIC ACID is a thiazolidine derivative with inhibitory effects on blood platelet aggregation. It is used in studies as a ligand for the catalytic asymmetric reduction of ketones with borane.

Technology Process of (4S)-1,3-thiazolidin-3-ium-4-carboxylate

There total 15 articles about (4S)-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:

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

C₃₁H₃₈N₂O₃S

N-(5-methyl-2-nitrobenzoyl)thiazolidine-4-carboxylic acid

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.