158446-52-7

Basic information

• Product Name: (2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid
• Synonyms: (2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid
• CAS NO: 158446-52-7
• Molecular Weight: 309.386
• Mol File: 158446-52-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid(158446-52-7)
• EPA Substance Registry System: (2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid(158446-52-7)

Safety Data

• Hazardous Substances Data: 158446-52-7(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 196930-46-8 (4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid 
• 64970-78-1 (2R,4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1026489-89-3 (Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester 
• 161458-90-8 (2R,4R)-4-((Z)-6-Methoxycarbonyl-hex-1-enyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester 
• 157020-35-4 cis-4(R)-(6-Carboxyhex-1-enyl)-2(R)-phenylthiazolidine-3-carboxylic acid tert-butyl ester 
• 185146-31-0 (2R,4R)-4-((1Z,5E,7E)-(R)-11-Methoxy-8-methyl-tetradeca-1,5,7,13-tetraenyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester 
• 157020-34-3 (2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester 
• 161458-78-2 (2R,4R)-4-(hydroxymethyl)-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester 
• 1027267-16-8 (2R,4R)-2-Phenyl-thiazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester 

Relevant articles and documents

Synthesis, characterization and antibacterial activities of N-tert-butoxycarbonyl-thiazolidine carboxylic acid

A possible mechanism of dynamic kinetic resolution by the formation of N-tert-butoxycarbonyl-thiazolidine carboxylic acid was proposed and validated by a quantitative density functional theoretical calculation according to Curtin-Hammett principle. Such a

Synthesis of a Series of Hexitol and Aminodeoxyhexitol Mononitrate Derivatives Containing a Sulfur Group and Pharmacological Evaluation on Isolated Rat Aortas

As part of our research into new organic nitrates for the treatment of angina pectoris, we have investigated a series of hexitol and aminodeoxyhexitol mononitrate derivatives containing a sulfur group. Since the depletion of tissue stores of sulfhydryl groups appears to play an important role in the development of this phenomenon, the addition of a sulfur group to a nitrate derivative could prevent the development of nitrate tolerance during a long-term treatment. Before studying the duration of action, and the possible influence on tolerance phenomenon, it was important to check the vasorelaxing effects of our compounds compared to those of commercial organic nitrates of similar structures such as isosorbide mononitrate or isosorbide dinitrate. All the compounds were tested on isolated rat aortas; some of these products exhibited an interesting activity.

Novel Enantioselective Syntheses of (+)-Biotin

Two conceptually attractive enantioselective syntheses of (+)-biotin from L-cysteine are reported based upon an intramolecular 1,3-dipolar cycloaddition of a carbamoyl azide.The first approach (12 steps) involves the following as key-steps: (i) the macrothiolactonization of acid 10b to Z-olefin 14, (ii) the thermolysis of the ene carbamoyl azide 15 in water with direct formation of a mixture of the benzylated derivatives of (+)-biotin 16a and 17a.The second approach (14 steps) involves the following: (i) elimination of bromide 29 to the endocyclic thioenol ether 30, (ii) thermolysis of the ene carbamoyl azide 30 to the exocyclic thioenol ethers 31a and 31b.Both the synthesis of 29 and the final transformation of 31a and 31b into (+)-biotin are based upon literature precedents.