31137-95-8

Usage

Uses

Used in Pharmaceutical Industry:
(2R,4R)-4-METHYL-2-PYROOLIDINE CARBOXYLIC ACID is used as a chiral building block for the synthesis of pharmaceuticals and biologically active compounds. Its unique stereochemistry allows for the creation of enantiomerically pure compounds, which is crucial for the development of effective and safe medications.
Used in Asymmetric Synthesis:
(2R,4R)-4-METHYL-2-PYROOLIDINE CARBOXYLIC ACID is used as a chiral auxiliary in asymmetric synthesis, enabling the selective formation of one enantiomer over another. This is important in the production of enantiomerically pure compounds, which often exhibit different biological activities and are essential for the development of new drugs and agrochemicals.
Used in Skin Care Industry:
(2R,4R)-4-METHYL-2-PYROOLIDINE CARBOXYLIC ACID is used as an active ingredient in skin care products for its potential role in promoting skin repair and regeneration. Its unique properties may contribute to the improvement of skin health and appearance, making it a valuable component in the development of various cosmetic and dermatological products.

InChI:InChI=1/C6H11NO2/c1-4-2-5(6(8)9)7-3-4/h4-5,7H,2-3H2,1H3,(H,8,9)/t4?,5-/m0/s1

Upstream product

• 326859-52-3 α-tert-butyl (2R,4R)-5-hydroxy-4-methyl-2-N-(9-(9-phenylfluorenyl)amino)pentanoate 
• 326811-95-4 (2R,4R)-4-methyl-N-(9-(9-phenylfluorenyl))proline tert-butyl ester 

Relevant academic research and scientific papers

Intermediates for the synthesis of 4-substituted proline derivatives

A chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4- methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone. Georg Thieme Verlag Stuttgart · New York.

Isolation and structures of nostopeptolides A1, A2 and A3 from the cyanobacterium Nostoc sp. GSV224

The isolation and total structure determinations of nostopeptolides A1 (1), A2 (2) and A3 (3) are described. These cyclic depsipeptides, which are devoid of cytotoxic, antifungal and inhibition of protease activities, are characteristic constituents of the cryptophycin-producing cyanobacterium Nostoc sp. GSV224. Structure elucidation by NMR analysis was made more challenging by the existence of each nostopeptolide in three conformations. One-dimensional TOCSY experiments proved to be very useful in isolating and identifying the nine amino acid residues and the butyryl group in each compound. The absolute stereochemistries of 1-3 were determined by comparing the amino acids in the acid hydrolyzates directly with authentic standards. (C) 2000 Elsevier Science Ltd.