496841-08-8

Basic information

• Product Name: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)
• Synonyms: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI);L-PROLINE-3-(R)-HYDROXY METHYL ESTER;(2S,3R)-Methyl 3-hydroxypyrrolidine-2-carboxylate;cis-3-hydroxy-L-proline methyl ester;Methyl (2S,3R)-3-hydroxypyrrolidine-2-carboxylate
• CAS NO: 496841-08-8
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.15644
• Product Categories: ALCOHOL;CARBOXYLICESTER
• Mol File: 496841-08-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 247.2°C at 760 mmHg
• Flash Point: 103.3°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 0.00426mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)(496841-08-8)
• EPA Substance Registry System: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)(496841-08-8)

Safety Data

• Hazardous Substances Data: 496841-08-8(Hazardous Substances Data)

Usage

General Description

L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI) is a chemical compound with the molecular formula C6H11NO3. It is a methyl ester derivative of L-Proline, an amino acid commonly found in proteins. The (3R)- configuration indicates that it has a specific three-dimensional arrangement of its atoms. L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI) has potential applications in the fields of biochemistry and pharmaceuticals, where it may be used as a building block for the synthesis of other organic compounds or as a chiral reagent in chemical reactions. Its specific properties and potential uses make it a subject of interest for researchers and manufacturers in these industries.

InChI:InChI=1/C6H11NO3/c1-10-6(9)5-4(8)2-3-7-5/h4-5,7-8H,2-3H2,1H3/t4-,5+/m1/s1

Upstream product

• 67-56-1 methanol 
• 567-35-1 (2S,3R)-3-hydroxyproline 
• 1262015-07-5 (2S,3R)-N-(benzyloxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid 
• 35684-61-8 (2S,3R)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 

Downstream Products

• 130966-46-0 (2S,3R)-N-tert-Butyloxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic Acid Methyl Ester 
• 697228-47-0 C₁₇H₁₈F₃N₃O₄ 
• 627531-49-1 (2S,3R)-1-(3-Chloro-4-cyano-2-methylphenylcarbamoyl)-3-hydroxypyrrolidine-2-carboxylic Acid Methyl Ester 

Relevant articles and documents

A Diversity Oriented Synthesis Approach to New 2,3- trans-Substituted l -Proline Analogs as Potential Ligands for the Ionotropic Glutamate Receptors

Discovery of chemical tools for the ionotropic glutamate receptors continues to be a challenging task. Herein we report a diversity-oriented approach to new 2,3-trans-l-proline analogs whereby we study how the spatial orientation of the distal carboxylate group influences the binding affinity and receptor class and subtype selectivity. In total, 10 new analogs were synthesized and 14 stereoisomers characterized in binding assays at native rat ionotropic glutamate receptors, and at cloned human homomeric kainic acid (KA) receptor subtypes GluK1-3. The study identified isoxazole analogs 3d,e, which displayed selectivity in binding at native N-methyl-d-aspartate (NMDA) receptors over native α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and KA receptors, in the high nanomolar to low micromolar range. Furthermore, analogs 3i-A/B showed a preference in binding affinity for GluK3 over GluK1,2. Finally, analog 3j displayed high nanomolar affinity for native NMDA receptors as well as for homomeric GluK3 receptors.

BICYCLIC MODULATORS OF ANDROGEN RECEPTOR FUNCTION

The invention provides compounds according to formula I wherein the substitutents are as described herein. Further provided are methods of using such compounds for the treatment of nuclear hormone receptor-associated conditions, such as age related diseases, for example sarcopenia. Also provided are pharmaceutical compositions containing such compounds and processes for preparing some of the compounds of the invention.

2-Substituted Penems with Amino Acid-Related Side Chains: Synthesis and Antibacterial Activity of a New Series of β-Lactam Antibiotics

A new series of 6-(hydroxyethyl)penems 2-substituted with amino acid-related side chains was synthesized.The nature of the amino acyl derivative proved to be crucial both from a synthetic point of view, as β-lactam ring opening can compete with C-2 nucleophilic substitution, and for antibacterial activity.Primary amino acid amides emerged as the most suitable side chains for enhancing permeability through a Gram-negative outer membrane.In vitro activity of the new 2-penems 3a-u was influenced by the nature and position of the amide moiety, the ring size for cyclic amides, and the configuration of the amino acid.Compounds bearing amides derived from small N-methyl amino acids (such as 3a) or from cyclic amino acids (such as prolinamide 3p and 4-hydroxyprolinamide 3r) showed broad spectrum in vitro activity against both Gram-positive and Gram-negative microorganisms.