96314-28-2

Usage

Uses

Used in Pharmaceutical Industry:
(2S,4R)-1-(tert-butoxycarbonyl)-4-(tosyloxy)pyrrolidine-2-carboxylic acid is used as a key intermediate in the synthesis of Fosinopril-d5 Sodium Salt, a labeled analogue of Fosinopril Sodium Salt. (2S,4R)-1-(tert-butoxycarbonyl)-4-(tosyloxy)pyrrolidine-2-carboxylic acid is essential for the development of antihypertensive medications, as it contributes to the production of ACE inhibitors that help regulate blood pressure and manage hypertension effectively.

Upstream product

• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 88043-21-4 (2S,4R)-4-(toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 51-35-4 4R-4-hydroxyproline 
• 153790-67-1 N-Boc-D-cis-4-(p-toluenesulfonyloxy)proline 
• 153790-69-3 (2S,4R)-<4-2H1>-proline 
• 87691-27-8 N-tert-butoxycarbonyl-L-cis-4-hydroxyproline 
• 84348-37-8 N-tert-butoxycarbonyl-4-oxo-L-proline 
• 96314-27-1 benzyl (2S,4R)-1-tert-butoxycarbonyl-4-[(4-methylbenzenesulfonyl)oxy]-2-pyrrolidinecarboxylate 

Downstream Products

• 103290-39-7 (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid 
• 103290-39-7 (2S,4S)-1-(tert-butoxycarbonyl)-4-phenyl-2-pyrrolidinecarboxylic acid 
• 540501-62-0 (2S,4S)-N-tert-butyloxycarbonyl-4-propylproline 
• 802911-23-5 (2S,4R)-(N-tert-butyloxycarbonyl)-4-(Z)-propenylproline 

Relevant academic research and scientific papers

Selective CDK6 degradation mediated by cereblon, VHL, and novel IAP-recruiting PROTACs

Inhibitors of CDK4 and CDK6 have emerged as important FDA-approved treatment options for breast cancer patients. The properties and pharmacology of CDK4/6 inhibitor medicines have been extensively profiled, and investigations into the degradation of these

Proline 4-hydroxylase: Stereochemical course of the reaction

The stereochemical course of the hydroxylation of (S)-proline by proline 4-hydroxylase from Streptomyces griseoviridus P8648 has been investigated using (2S, 4S)[4-2H1]-proline and (2S, 4R)-[4-2H1]-proline and found to occur with retention of stereochemistry at C-4 of proline.

LITHIUM DIPHENYLCUPRATE REACTIONS WITH 4-TOSYLOXY-L-PROLINES; AN INTERESTING STEREOCHEMICAL OUTCOME. A SYNTHESIS OF TRANS-4-PHENYL-L-PROLINE.

The reaction of lithium diphenylcuprate with trans-4- and cis-4-tosyloxy-L-prolines gives excellent yields of 4-phenyl substituted L-prolines and the reaction proceeds with net retention of configuration at the carbon center bearing the tosyloxy group.