67089-92-3

Basic information

• Product Name: (R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE
• Synonyms: (R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE;L-2,2-DIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID HYDROCHLORIDE;(R)-2,2-DIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID HCL
• CAS NO: 67089-92-3
• Molecular Formula: C₆H₁₁NO₂S*ClH
• Molecular Weight: 197.68
• Product Categories: Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 67089-92-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Dimethylsulfoxide, Water
• CAS DataBase Reference: (R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE(67089-92-3)
• EPA Substance Registry System: (R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE(67089-92-3)

Safety Data

• Hazardous Substances Data: 67089-92-3(Hazardous Substances Data)

Usage

Description

(R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE, also known as L-2,2-Dimethylthiazolidine-4-carboxylic Acid Hydrochloride, is a chiral thiazolidine compound with a unique chemical structure. It is characterized by its hydrochloride salt form and plays a significant role in the synthesis of various biologically active molecules.

Uses

Used in Pharmaceutical Industry:
(R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE is used as a key intermediate in the synthesis of complex organic molecules for pharmaceutical applications. Its chiral nature allows for the creation of enantiomerically pure compounds, which are essential in the development of drugs with improved efficacy and reduced side effects.
Used in Insect Kinin Core Pentapeptide Analogs:
(R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE is used as a building block for the preparation of pseudoproline-containing analogs of insect kinin core pentapeptide. These analogs have potential applications in the field of insect physiology and pest control, as they can modulate insect behavior and development.
Used in Cysteine-Derived Diketopiperazines:
(R)-2,2-DIMETHYL 4-THIAZOLIDINECARBOXYLIC ACID HYDROCHLORIDE is also utilized in the synthesis of cysteine-derived diketopiperazines. Diketopiperazines are cyclic dipeptides that exhibit a range of biological activities, including antimicrobial, anticancer, and immunosuppressive properties. The chiral thiazolidine compound contributes to the development of novel diketopiperazines with enhanced biological profiles and potential therapeutic applications.

Upstream product

• 52-89-1 l-cysteine hydrochloride 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 57704-00-4 3-benzoyl-2,2-dimethylthiazolidine-4R-carboxylic acid 
• 869002-29-9 N-benzyloxycarbonylglycyl-L-4-thia-5,5-dimethylproline 
• 1212-53-9 methyl N-benzyloxycarbonylglycinate 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 917252-91-6 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)tetrahydrothiazole-4-carboxylic acid 
• 55878-44-9 L-4-carboxy-3-formyl-2,2-dimethylthiazolidine 
• 917252-86-9 R-2,2-dimethyl-3-(1,1-dimethylethoxycarbonyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917253-03-3 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)glycyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917253-04-4 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-alanyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917253-05-5 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-valinyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917252-92-7 pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)glycyl)tetrahydrothiazole-4-carboxylate 
• 917253-00-0 pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-alanyl)tetrahydrothiazole-4-carboxylate 
• 917253-06-6 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917253-01-1 pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-valinyl)tetrahydrothiazole-4-carboxylate 

Relevant articles and documents

Conversion of L-cysteine into D-α-amino acids and related transformations

Naturally configured cysteine is converted into 4-substituted thiazolidines via the 4-carbaldehyde corresponding to the serine derived Garner's aldehyde. The key transformation is the conversion into 5-thiazolidinones by 1O2 oxidatio

Rapid and specific post-synthesis modification of DNA through a biocompatible condensation of 1,2-aminothiols with 2-cyanobenzothiazole

Post-synthesis modification of DNA is an important way of functionalizing DNA molecules. Herein, we describe a method that first enzymatically incorporates a cyanobenzothiazole (CBT)-modified thymidine. The side-chain handle CBT can undergo a rapid and site-specific cyclization reaction with 1,2-aminothiols to afford DNA functionalization in aqueous solution. Another key advantage of this method is the formation of a single stereo/regioisomer in the process, which allows for precise control of DNA modification to yield a single component for aptamer selection work and other applications. The first enzymatic incorporation of a cyanobenzothiazole (CBT)-modified thymidine has been developed. The side-chain handle CBT can undergo a rapid and site-specific cyclization reaction with 1,2-aminothiols to enable DNA functionalization in aqueous solution. A key advantage of this method is the formation of a single stereo/regioisomer in the process, which allows for precise control of DNA modification to yield a single component (see scheme). Copyright

Decoration of Au and Ag nanoparticles on self-assembling pseudopeptide-based nanofiber by using a short peptide as capping agent for metal nanoparticles

The surface of a nanofiber that is formed from a self-assembling pseudopeptlde has been decorated by gold and silver nanoparticles that are stabilized by a dipeptide. Transmission electron microscopic images make the decoration visible. In this paper, a new strategy of mineralizing a pseudopeptide based nanofiber by gold and silver nanoparticles with use of a two-component nanografting method is described.