205985-92-8

Basic information

• Product Name: (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID
• Synonyms: (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID;4-Thiazolidinecarboxylicacid,2-ethyl-,(4S)-(9CI);(4S,2RS)-2-Ethylthiazolidine-4-carboxylic acid,99%;2-ethyl-1,3-thiazolidine-4-carboxylic acid hydrochloride
• CAS NO: 205985-92-8
• Molecular Formula: C6H11NO2S
• Molecular Weight: 161.22
• Product Categories: GLYCINESCAFFOLD
• Mol File: 205985-92-8.mol

Chemical Properties

• Melting Point: 158-162 °C
• Boiling Point: 338.2°C at 760 mmHg
• Flash Point: 158.4°C
• Appearance: White/Powder
• Density: 1.140 (estimate)
• Vapor Pressure: 1.85E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID(205985-92-8)
• EPA Substance Registry System: (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID(205985-92-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-36
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 205985-92-8(Hazardous Substances Data)

Usage

Chemical Properties

white powder

InChI:InChI=1/C6H11NO2S/c1-2-5-7-4(3-10-5)6(8)9/h4-5,7H,2-3H2,1H3,(H,8,9)/t4-,5-/m1/s1

Upstream product

• 52-90-4 L-Cysteine 
• 123-38-6 propionaldehyde 
• 206061-56-5 (2RS,4R)-2-ethylthiazolidine-4-carboxylic acid 

Downstream Products

• 366806-80-6 isopropyl trans-2-ethyl-thiazolidine-(4R)-carboxylate 
• 366806-81-7 isopropyl cis-2-ethyl-thiazolidine-(4R)-carboxylate 
• 206061-60-1 (R)-3-acetyl-2-ethyl-4-methoxycarbonylthiazolidine 

Relevant articles and documents

Synthesis of (2R,4R)-2-alkyl-3-(2-mercaptobenzoyl)thiazolidine-4-carboxylic acids

Basing on natural amino acid L-cysteine, commercially available aliphatic aldehydes, 2-acetylsulfanylbenzoyl chloride and 2,2′-disulfandiyldibenzoyl dichloride a synthesis was developed of (2R,4R)-2-alkyl-3-(2-mercaptobenzoyl)thiazolidine-4-carboxylic acids, potential antihypertensive compounds, inhibitors of angiotensin transforming enzyme.

Thiazolidine chemistry revisited: A fast, efficient and stable click-type reaction at physiological pH

We describe the fast reaction kinetics between 1,2-aminothiols and aldehydes. Under physiological conditions such a click-type reaction afforded a thiazolidine product that remains stable and did not require any catalyst. This type of bioorthogonal reacti

Asymmetric synthesis of 2-alkyl-3-thiazoline carboxylates: Stereochemistry of the MnO2-mediated oxidation of cis- and trans-2-alkyl-thiazolidine-(4R)-carboxylates

The asymmetric synthesis of a series of 3-thiazoline carboxylates, 2, was effected by MnO2 oxidation of the corresponding cis/trans thiazolidines, 1. The stereochemistry of the oxidation reaction was studied using NMR and chiral GC analyses. Compounds 2 were obtained with enantiomeric excesses (e.e.s) in the range of 40-100%.

2-Substituted thiazolidine-4(R)-carboxylic acids as prodrugs of L-cysteine. Protection of mice against acetaminophen hepatotoxicity

A number of 2-alkyl- and 2-aryl-substituted thiazolidine-4(R)-carboxylic acids were evaluated for their protective effect against hepatotoxic deaths produced in mice by LD90 doses of acetaminophen. 2(RS)-Methyl-(1b),2(RS)-n-propyl-, and 2(RS)-n

Identification of Intermediates in the Formation of Onion Flavor

Headspace gas and ether extract of sliced or homogenized onion were analyzed by using GLC.Dialkyl disulfides, main components of characteristic flavor of sliced onion, were found to be very little when onion was homogenized.Addition of NaBH4 to the homogenate resulted in a marked production of disulfides while that of cysteine did not.SH compounds as cysteine and benzyl mercaptan were added to the homogenate to determine the intermediates which produced flavor with NaBH4.The presence of propyl propanethiosulfinate, propanal and thiopropanal S-oxide was confirmed by isolation and identification of their sulfide derivatives.