657401-67-7

Basic information

• Product Name: 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER
• Synonyms: 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER
• CAS NO: 657401-67-7
• Molecular Formula: C23H33N3O5
• Molecular Weight: 431.52522
• Mol File: 657401-67-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(657401-67-7)
• EPA Substance Registry System: 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER(657401-67-7)

Safety Data

• Hazardous Substances Data: 657401-67-7(Hazardous Substances Data)

Usage

General Description

2-(4-tert-butoxycarbonylamino)piperidine-1-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester is a chemical compound with a complex molecular structure. It contains a piperidine ring and a pyrrolidine ring, as well as a benzyl ester group. 2-(4-TERT-BUTOXYCARBONYLAMINOPIPERIDINE-1-CARBONYL)PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER is commonly used in pharmaceutical research, particularly in the synthesis of novel drug molecules. Additionally, it has potential applications in medicinal chemistry and drug development due to its structural features and potential pharmacological properties. The presence of various functional groups within the molecule makes it an important building block in organic synthesis and drug discovery efforts.

Upstream product

• 73874-95-0 (piperidin-4-yl)carbamic acid tert-butyl ester 
• 1148-11-4 N-carbobenzyloxyproline 
• 50541-93-0 4-amino-1-benzylpiperidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 73889-19-7 tert-butyl (1-benzylpiperidin-4-yl)carbamate 

Relevant articles and documents

Synthesis of new glycyrrhetinic acid (GA) derivatives and their effects on tyrosinase activity

To synthesize glycyrrhetinic acid (GA) derivatives (3, 4, 5, 10, 13, 14, 15, and 16), we first removed the ketonic group in the C-11 position, and the carboxylic function at the C-30 position was kept intact, reduced to an alcohol, or transformed to an aldehyde corresponding derivatives 10 and 13. Glycyrrhetinic acid (GA) derivatives (3, 4, 5, 15, and 16) were coupled with 4-amino piperpyridine derivatives (12 and 14) and 4-fluorobenzyl bromide at C-30 carboxylic acid position of glycyrrhetinic acid. In subsequent tyrosinase assays, we found that GA derivatives 4, 5, and 16 were not active at early time points, but strongly inhibited tyrosinase activity at late time points. Of the GA derivatives examined, derivative 5 was most active, with an IC50 value of 50 μM after 2 h reaction. IC50 values of derivatives 4 and 16 were 120 and 170 μM, respectively. Further kinetic data indicated that these derivatives are slow-binding inhibitors of tyrosinase. The time-dependent inhibition was reversed when vitamin C or kojic acid was used, that is, both compounds showed active inhibition at early time points. These results suggest that GA derivatives are much more stable than vitamin C or kojic acid, although their intrinsic inhibitory potentials are relatively low. Higher stability and activity suggest that GA derivative 5 might be a useful candidate for skin whitening. copy; 2003 Published by Elsevier Ltd.