148312-55-4

Basic information

• Product Name: tert-Butyl thiazolidine-3-carboxylate
• Synonyms: tert-Butyl thiazolidine-3-carboxylate
• CAS NO: 148312-55-4
• Molecular Formula: C₈H₁₅NO₂S
• Molecular Weight: 189.2752
• Mol File: 148312-55-4.mol

Chemical Properties

• Boiling Point: 266.3±33.0 °C(Predicted)
• Appearance: /
• Density: 1.137±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -1.67±0.20(Predicted)
• CAS DataBase Reference: tert-Butyl thiazolidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl thiazolidine-3-carboxylate(148312-55-4)
• EPA Substance Registry System: tert-Butyl thiazolidine-3-carboxylate(148312-55-4)

Safety Data

• Hazardous Substances Data: 148312-55-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Tert-Butyl thiazolidine-3-carboxylate is used as a building block for the synthesis of various pharmaceuticals due to its versatile reactivity and potential biological activity. Its unique structure allows for the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
In the agrochemical industry, Tert-Butyl thiazolidine-3-carboxylate is utilized as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and stability contribute to the creation of effective and environmentally friendly products.
Used in Organic Chemistry Research:
Tert-Butyl thiazolidine-3-carboxylate is employed as a valuable molecule in organic chemistry research, where its unique structure and reactivity are explored for the development of novel organic compounds and reactions. Its steric hindrance and stability make it an attractive candidate for studying various chemical transformations and mechanisms.

Upstream product

• 504-78-9 1,3-thiazolidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 173604-22-3 N-(tert-butoxycarbonyl)thiazolidin-4-one 
• 177779-62-3 4-Acetoxy-thiazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 752212-23-0 (1'S,2R)-tert-butyl 2-[1-acetoxy-1-(4-chlorophenyl)methyl]thiazolidine-3-carboxylate 
• 752212-33-2 (1'R,2R)-tert-butyl 2-[1-acetoxy-1-(4-chlorophenyl)methyl]thiazolidine-3-carboxylate 
• 752212-22-9 (1'S,2R)-tert-butyl 2-[1-acetoxy-1-(4-methoxyphenyl)methyl]thiazolidine-3-carboxylate 
• 752212-32-1 (1'R,2R)-tert-butyl 2-[1-acetoxy-1-(4-methoxyphenyl)methyl]thiazolidine-3-carboxylate 

Relevant articles and documents

Model syntheses of thiazolidine nucleoside analogues

The syntheses of racemic thiazolidinyl thymine and cytosine derivatives 6a and 6b, and 10a and 10b, prototypes of a novel family of heterosubstituted nucleosides, have been achieved from rhodanine (3) or thiazolidine (7) by a short sequence of steps. The key reaction involved efficient coupling of silylated thymine and cytosine to N-Boc-protected 4- and 5- acetoxythiazolidines, 5 and 9, assisted by tert-butyldimethylsilyl trifluoro- methanesulfonate.

Diverse ring opening of thietanes and other cyclic sulfides: An electrophilic aryne activation approach

Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an electrophilic aryne-activated ring opening protocol of one or two

Enantioselective reaction of α-lithiated thiazolidines as new chiral formyl anion equivalents

The reaction of lithiated N-Boc-thiazolidine and N-Boc-benzothiazolidine with benzophenone in the presence of (-)-sparteine afforded the products with up to 97% ee and 93% ee, respectively. The reaction with various aromatic and aliphatic aldehydes also afforded the products with high enantioselectivity and moderate diastereoselectivity. Each diastereomer could be converted to optically active diols. Consequently, lithiated N-Boc-thiazolidine and N-Boc-benzothiazolidine serve as chiral formyl anion equivalents. The reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway.

Substituted cyclopropylamino-1,3,5-triazines

New substituted cyclopropylamino-1,3,5-triazines having the formula STR1 wherein R1 is C1 -C3 -alkyl, C3 -C5 -cycloalkyl or C1 -C3 -alkyl-C3 -C5 -cycloalkyl R2 is bis(2-hydroxyethyl)amino, 3-hydroxy-1-azetidinyl, 3-methoxy-1-azetidinyl, 3-oxo-1-azetidinyl, morpholino, 4-hydroxypiperidino, thiomorpholino, thiomorpholino S-oxide, thiomorpholino S,S-dioxide, 3-thiazolidinyl, 3-thiazolidinyl S-oxide, 3-thiazolidinyl S,S-dioxide or 8-oxa-3-azabicyclo[3,2,1]oct-3-yl. Processes for the preparation thereof and pharmaceutical composition containing them are also given. The compounds are useful for the treatment of disorders associated with Alzheimer's disease, senile dementia, Alzheimer's type and with any evolutive cognitive pathology, and also for the treatment of depression, anxiety, mood disturbances, inflammatory phenomena and asthma.