Boc-(2S,4S)-4-phenyl-pyrrolidine-2-carboxylic acid

Catalog Number

ACM96314293-1

Product Name

Boc-(2S,4S)-4-phenyl-pyrrolidine-2-carboxylic acid

Structure

CAS

96314-29-3

Category

Amino Acids

Description

(2S,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acido belongs to the class of cyclic dipeptides, which are synthetic or naturally occurring molecules that are formed through the condensation of two amino acids. (2S,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acido specifically comprises D-phenylalanine and L-proline amino acids, followed by the removal of the amino group to form a pyrrolidine ring. The molecule is often used as a building block in the synthesis of other cyclic dipeptides, due to its unique physicochemical properties.

Synonyms

(2S,4S)-1-(tert-butoxycarbonyl)-4-phenyl-2-pyrrolidinecarboxylic acid, (2S,4S)-4-phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester, (2S,4S)-Boc-4-phenylpyrrolidine-2-carboxylic acid

IUPAC Name

(2S,4S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-phenylpyrrolidine-2-carboxylic acid

Molecular Weight

291.3

Molecular Formula

C16H21NO4

Canonical SMILES

CC(C)(C)OC(=O)N1CC(CC1C(=O)O)C2=CC=CC=C2

InChI

1S/C16H21NO4/c1-16(2,3)21-15(20)17-10-12(9-13(17)14(18)19)11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,18,19)/t12-,13+/m1/s1

InChI Key

JDAQDIQHICLYKH-OLZOCXBDSA-N

Boiling Point

441.5ºC at 760 mmHg

Flash Point

220.8ºC

Density

1.196 g/cm³

Application

(2S,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acido has found numerous applications in various fields of research and industry, including drug discovery, peptide synthesis, and materials science. The molecule has been used as a building block in the synthesis of cyclic peptides with improved pharmacological properties, as well as in the development of biomaterials such as hydrogels and nanomaterials.

Exact Mass

291.147

Functional Group

Boc

LogP

2.8021

MDL Number

MFCD01321010

PSA

66.84

Refractive Index

1.548

Storage Temperature

4 ℃

Type

Unusual Amino Acids, Analogs of Proline

MSDS

COA

Spec Sheet