365280-18-8

Basic information

• Product Name: (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride
• Synonyms: (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride;trans-4-Methyl-L-proline hydrochloride, (4R)-4-Methyl-L-proline hydrochloride;(4R)-4-Methyl-L-proline hydrochloride (1:1)
• CAS NO: 365280-18-8
• Molecular Formula: C6H12ClNO2
• Molecular Weight: 165.61798
• EINECS: 938-295-1
• Mol File: 365280-18-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride(365280-18-8)
• EPA Substance Registry System: (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride(365280-18-8)

Safety Data

• Hazardous Substances Data: 365280-18-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride is used as a chiral building block for the synthesis of various pharmaceutical compounds. Its unique stereochemistry allows for the development of enantiomerically pure drugs with improved efficacy and reduced side effects.
Used in Nutritional Supplements:
As an analog of L-Proline, (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride is used in nutritional supplements to support collagen production and maintain the health of connective tissues. This can be particularly beneficial for athletes, the elderly, or individuals with compromised collagen synthesis.
Used in Wound Healing Applications:
(2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride is used as a wound healing agent due to its role in collagen synthesis and tissue repair. It can be incorporated into topical formulations or bandages to promote faster and more effective healing of cuts, burns, and other injuries.
Used in Research and Development:
In the field of research and development, (2S,4R)-4-Methylpyrrolidine-2-carboxylic acid hydrochloride serves as a valuable tool for studying the mechanisms of collagen synthesis and the role of L-Proline in various biological processes. It can also be used to investigate the effects of chirality on the activity and selectivity of enzymes and other biomolecules.

Upstream product

• 1027101-93-4 N-CBz-trans-4-methyl-D-proline ethyl ester 
• 1027101-92-3 cis-4-methyl-D-proline ethyl ester 
• 871727-77-4 N-Boc-4-methyl-L-proline 
• 745769-71-5 cis-4-methyl-L-proline ethyl ester 
• 1027101-89-8 N-CBz-trans-4-methyl-L-proline ethyl ester 
• 364750-80-1 (2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid 
• 144345-38-0 (2S,4S)-di-tert-butyl 4-methyl-5-oxopyrrolidine-1,2-dicarboxylate 
• 159415-73-3 tert-butyl (2S,4S)-N-tert-butoxycarbonyl-4-methylprolinate 

Downstream Products

• 333777-34-7 (2S,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-methylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

Polyheterocyclic substituted pyrimidines or pyridylamine derivatives Composition and medical application thereof

The invention discloses a polycyclic substituted pyrimidine or pyridine amine derivative, and the structure is shown in a formula (I). The invention further discloses a pharmaceutically acceptable salt of the derivative, a solvate, a stereoisomer, a prodrug, a pharmaceutical composition and and an application thereof in medicine. The compounds of the present invention have significant adenosine A. 2A Receptor and/or adenosine A2B The receptor antagonism activity is very practical.

A lanthanide(III) triflate mediated macrolactonization/solid-phase synthesis approach for depsipeptide synthesis

The effect of dysprosium(III) triflate on macrolactonization reactions to form depsipeptides using MNBA (Shiina's reagent) is reported. Improved yields were obtained for the formation of 16-membered depsipeptides using lanthanide triflate additives. The use of a macrocyclization strategy permits the use of a semiautomated solid-phase synthesis approach for the rapid synthesis of analogues of the antibacterial A54556 acyldepsipeptides in only two physical operations, requiring only final product purification after cyclization.

1-[1-(BENZOYL)-PYRROLIDINE-2-CARBONYL]-PYRROLIDINE-2-CARBONITRILE DERIVATIVES

The present invention relates to 1-[1-(benzoyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonitrile derivatives having pharmacological activity formula (I) to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy and/or prophylaxis of a cognitive disorder.

1-[1-(benzoyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonitrile derivatives

The present invention relates to 1-[1-(benzoyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonitrile derivatives having pharmacological activity to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy and/or prophylaxis of a cognitive disorder.

Concise, stereoselective route to the four diastereoisomers of 4-methylproline

The full stereochemical characterization of 4-methylproline, a rare amino acid found in a number of peptidic secondary metabolites, has often been hindered by long reaction sequences or low stereoselectivity in the synthesis leading to reference samples. The preparation of the four diastereoisomers of 4-methylproline by a concise and stereoselective route is presented and features a six-step route with late-stage stereodivergence, good stereoselectivity for both cis- and trans-series (75% and 88% de, respectively), and good overall yields (cumulative yields of 30-40%). Additional data on the Marfey's derivatives of the stereoisomers are also presented.

Collagen mimics

Novel collagen mimics are disclosed with a tripeptide unit having the formula (Xaa-Yaa-Gly)n, where one of the positions Xaa or Yaa is a bulky, non-electron withdrawing proline derivative. By substituting a proline derivative at either the Xaa or Yaa position in the native collagen helix, the stability of the helix is increased due solely to steric effects relative to prior known collagen-related triple helices. Methods are also disclosed for making the novel collagen mimics.

Stereospecific synthesis of naturally-occurring 4-alkylideneglutamic acids, 4-alkylglutamates and 4-alkylprolines

The enaminone 4, prepared from (2S)-pyroglutamic acid, has been found to react in an apparent 1,4-manner with DIBAL and Grignard reagents to afford a variety of alkylidene derivatives 8 which, except for the vinyl derivatives 8e, are formed only as the (E

Stereospecific Synthesis of 4-Alkylglutamates and 4-Alkylprolines

Catalytic reduction of the 4-alkylidenepyroglutamate derivatives (3) affords an effective route to (2S,4S)-4-alkylglutamic acids and (2S,4S)-4-alkylprolines.The route has also been used to prepare a 4-alkylpyroglutamic acid derivative which is stereospeci