891183-50-9

Basic information

• Product Name: (S)-4,4-DIMETHYL-PYRROLIDINE-2-CARBOXYLIC ACID
• Synonyms: (S)-4,4-DIMETHYL-PYRROLIDINE-2-CARBOXYLIC ACID;4,4-Dimethyl-pyrrolidine-2-carboxylic acid ethyl ester;4,4-DiMethyl-L-proline HCl;4,4-Dimethyl-L-proline;L-Proline, 4,4-diMethyl-;4,4-Dimethyl-L-proline hydrochloride;(2S)-4,4-Dimethylpyrrolidine-2-carboxylic acid
• CAS NO: 891183-50-9
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.19
• Mol File: 891183-50-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 210.2 °C
• Boiling Point: 246℃
• Flash Point: 103℃
• Appearance: /
• Density: 1.057
• Storage Temp.: 2-8°C
• PKA: 2.37±0.40(Predicted)
• CAS DataBase Reference: (S)-4,4-DIMETHYL-PYRROLIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4,4-DIMETHYL-PYRROLIDINE-2-CARBOXYLIC ACID(891183-50-9)
• EPA Substance Registry System: (S)-4,4-DIMETHYL-PYRROLIDINE-2-CARBOXYLIC ACID(891183-50-9)

Safety Data

• Hazardous Substances Data: 891183-50-9(Hazardous Substances Data)

Usage

General Description

(S)-4,4-Dimethyl-pyrrolidine-2-carboxylic acid is a chemical compound that belongs to the class of pyrrolidine carboxylic acids. It is a chiral compound with two enantiomers, (S)- and (R)- forms. (S)-4,4-Dimethyl-pyrrolidine-2-carboxylic acid is primarily used as a building block in the synthesis of pharmaceuticals and other organic compounds. It can also be used as a chiral auxiliary in asymmetric synthesis. Additionally, it has potential applications in the development of new materials and chemical processes. Overall, (S)-4,4-Dimethyl-pyrrolidine-2-carboxylic acid plays an important role in organic chemistry and has various applications in the pharmaceutical and chemical industries.

Upstream product

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• 443984-28-9 (S)-(N-benzyloxycarbonyl)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol 
• 1001353-87-2 (2S)-1-(tert-butoxycarbonyl)-4,4-dimethylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

Remote C-H Hydroxylation by an α-Ketoglutarate-Dependent Dioxygenase Enables Efficient Chemoenzymatic Synthesis of Manzacidin C and Proline Analogs

Selective C-H functionalization at distal positions remains a highly challenging problem in organic synthesis. Though Nature has evolved a myriad of enzymes capable of such feat, their synthetic utility has largely been overlooked. Here, we functionally characterize an α-ketoglutarate-dependent dioxygenase (Fe/αKG) that selectively hydroxylates the ? position of various aliphatic amino acids. Kinetic analysis and substrate profiling of the enzyme show superior catalytic efficiency and substrate promiscuity relative to other Fe/αKGs that catalyze similar reactions. We demonstrate the practical utility of this transformation in the concise syntheses of a rare alkaloid, manzacidin C, and densely substituted amino acid derivatives with remarkable step efficiency. This work provides a blueprint for future applications of Fe/αKG hydroxylation in complex molecule synthesis and the development of powerful synthetic paradigms centered on enzymatic C-H functionalization logic.

PYRROLOTRIAZINE KINASE INHIBITORS

The invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The formula I compounds inhibit tyrosine kinase activity thereby making them useful as anticancer agents and for the treatment of Alzheimer's Disease.

4,4′-Disubstituted L-prolines as highly enantioselective catalysts for direct aldol reactions

A new series of 4,4′-disubstituted prolines (1a-h) has been developed and tested as organocatalysts in the direct catalytic asymmetric aldol reaction of several aliphatic ketones with aldehydes. Catalyst 1g affords the best enantioselectivities for this transformation. The reaction was carried out in DMF using a catalyst loading of 10 mol% at -10°C to give the aldol products in up to 97% ee for acetone. In the cases of cyclohexanone and cyclopentanone, the corresponding anti-products were obtained in 94% ee.