60664-15-5

Basic information

• Product Name: ethyl (R)-thiazolidine-4-carboxylate
• Synonyms: ethyl (R)-thiazolidine-4-carboxylate;(4R)-Thiazolidine-4-carboxylic acid ethyl ester;(R)-4α-Thiazolidinecarboxylic acid ethyl ester;Einecs 262-359-1
• CAS NO: 60664-15-5
• Molecular Formula: C₆H₁₁NO₂S
• Molecular Weight: 161.22204
• EINECS: 262-359-1
• Mol File: 60664-15-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 254.2±35.0 °C(Predicted)
• Appearance: /
• Density: 1.165±0.06 g/cm3(Predicted)
• Refractive Index: 1.503
• PKA: 6.90±0.40(Predicted)
• CAS DataBase Reference: ethyl (R)-thiazolidine-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (R)-thiazolidine-4-carboxylate(60664-15-5)
• EPA Substance Registry System: ethyl (R)-thiazolidine-4-carboxylate(60664-15-5)

Safety Data

• Hazardous Substances Data: 60664-15-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H11NO2S/c1-2-9-6(8)5-3-10-4-7-5/h5,7H,2-4H2,1H3/t5-/m0/s1

Upstream product

• 34592-47-7 L-thioproline 
• 86028-91-3 L-thiazolidine-4-carboxylic acid ethyl ester hydrochloride 
• 64-17-5 ethanol 
• 50-00-0 formaldehyd 
• 52-89-1 l-cysteine hydrochloride 
• 868-59-7 L-cysteine ethyl ester hydrochloride 

Downstream Products

• 72744-67-3 (5aR,10aR)-tetrahydro-3H,5H,8H,10H-bisthiazolo<3,4-a:3',4'-d>pyrazine-5,10-dione 
• 105126-41-8 chloro-3 nitro-5 indazole 
• 105126-40-7 (R)-6-Cyclohexyl-dihydro-imidazo[1,5-c]thiazole-5,7-dione 
• 105126-43-0 (R)-6-(4-Methoxy-phenyl)-dihydro-imidazo[1,5-c]thiazole-5,7-dione 
• 120222-14-2 (R)-6-(4-Fluoro-phenyl)-dihydro-imidazo[1,5-c]thiazole-5,7-dione 
• 105126-42-9 (R)-6-p-Tolyl-dihydro-imidazo[1,5-c]thiazole-5,7-dione 
• 86634-64-2 (R)-6-phenyl-5-thioxotetrahydroimidazo[1,5-c]thiazol-7(3H)-one 
• 51977-23-2 6,8-dioxo-7-phenyl-3-thia-1,7-diazabicyclo<3.3.0>octane 
• 105126-44-1 (R)-6-(4-Chloro-phenyl)-dihydro-imidazo[1,5-c]thiazole-5,7-dione 
• 51977-21-0 ethyl L-thiazolidine-4-carboxylate 

Relevant articles and documents

Synthesis of C2-symmetric bisthiazolidine ligands derived from L-cysteine

Treatment of L-cysteine esters and thiazolidine-4-carboxylic esters with an excess of paraformaldehyde in the presence of trifluoroacetic acid provides C2-symmetric N,N′-methylene-bisthiazolidines in good yield.

Thiazolidine esters: New potent urease inhibitors

A variety of esters of thiazolidine-4-caboxylic acid were synthesized and investigated for their urease inhibitory properties. A significant increase in urease inhibitory activities of these ester derivatives has been observed. The order of activity increases from methyl ester to heptyl ester but further prolongation of the alkyl chain was proved to be detrimental for receptor binding. These findings provide evidence that the nature of the alkyl chain has a significant impact on the coordination of thiazolidine esters with bi-metallic nickel center of urease. It was also observed that inhibition potentiated by lower pH and with increase in time.

Sulfur-containing β-amino alcohols as catalysts in enantioselective synthesis

Oxazaborolidine catalysts generated in situ from cyclic or acyclic sulfur containing (R)-cysteine, (S)-penicillamine and (S)-methionine derivates and BH3 have been applied successfully to the enantiocontrolled, catalytic reduction of aromatic ketones. The corresponding sec alcohols could be obtained in excellent enantiomeric excess, up to 100% ee. Using these chiral auxiliaries in the enantioselective addition of diethylzinc to aldehydes afforded optically active sec alcohols in enantiomeric excess up to 93% ee.