496841-04-4

Usage

General Description

L-Proline, 3-hydroxy-, methyl ester, (3S)- (9CI) is a chemical compound that belongs to the proline family, which is an amino acid that is essential for the synthesis of proteins. In its methyl ester form, it is commonly used as a building block in the production of pharmaceuticals, agrochemicals, and other organic compounds. L-Proline, 3-hydroxy-, methyl ester, (3S)- (9CI) has a 3-hydroxy group, which makes it important for the formation of hydroxylated compounds. Its (3S) stereochemistry indicates that it has a specific three-dimensional arrangement of atoms, which affects its properties and reactivity. Overall, L-Proline, 3-hydroxy-, methyl ester, (3S)- (9CI) has a variety of important applications in the chemical and pharmaceutical industries.

Upstream product

• 14916-76-8 trans-3-Hydroxy-(L)-proline 
• 4298-08-2 trans-3-hydroxy-L-proline 
• 62182-54-1 (2S,3S)-1-((benzyloxy)carbonyl)-3-hydroxypyrrolidine-2-carboxylic acid 
• 67-56-1 methanol 

Downstream Products

• 412279-18-6 (2S,3S)-3-hydroxypyrrolidin-2-carboxamide 
• 184046-78-4 (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate 
• 657412-51-6 C₂₅H₂₃NO₃ 
• 1421375-95-2 4-((3S,3aR,4S)-4-(tert-butyldimethylsilyloxy)-3-ethoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-97-4 4-((3S,3aR,4S)-4-(tert-butyldimethylsilyloxy)-3-isopropoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-30-5 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-ethoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-32-7 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-isopropoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-46-3 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-(2-methoxyethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-38-3 2-chloro-4-((3S,3aR,4S)-4-fluoro-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1194056-93-3 benzyl (2S,3R)-3-[(benzyloxy)carbonyl]amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 886447-32-1 methyl (3S)-benzyloxy-1-(tert-butoxycarbonyl)pyrrolidine-(2S)-carboxylate 
• 1421375-45-2 2-chloro-4-((3S,3aS,4S)-3,4-dimethoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-42-9 2-chloro-4-((3S,3aS,4S)-3-(cyclopropylmethoxy)-4-hydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421376-02-4 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(cyclopropylmethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 

Relevant academic research and scientific papers

Synthesis and Microbiological Evaluation of Novel Tetracyclic Fluoroquinolones

Conformationally constrained tetracyclic fluoroquinolones (FQs) were synthesized and profiled for their microbiological spectrum. The installation of a seven-membered ring between the pyrrolidine substituents and the C8 position on the FQ core scaffold resulted in a remarkable enhancement of microbiological potency toward both Gram-positive and Gram-negative bacteria. Focused optimization of seven-membered ring composition, stereochemistry, and amine placement led to the discovery of the two lead compounds that were selected for further progression.

PHARMACEUTICAL COMPOSITION FOR THE TREATMENT OF DIABETES

An object is to provide a novel compound which has a glycogen synthase activation ability, but activates a receptor PPAR to a low degree and is highly safe. Provided is a compound represented by the following general formula (I) or a pharmaceutically acceptable salt thereof: wherein Ar1 represents any one of the following rings (II) and (III): wherein R2 represents an alkyl group, and R3 represents a hydrogen atom or an alkyl group, and R1 represents any one of the following substituents (IV) and (V):

PYRAZOLINE DERIVATIVES AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS

The invention relates to a compound of formula (I) in free form or in pharmaceutically acceptable salt form (I), in which the substituents are as defined in the specification; to compounds of formula (I) for use as androgen receptor modulators. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

PYRAZOLINE DERIVATIVES AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS

The invention relates to a compound of formula (I) in free form or in pharmaceutically acceptable salt form (I), in which the substituents are as defined in the specification; to compounds of formula (I) for use as androgen receptor modulators. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition

L-Proline derived nitrogenous steroidal systems: An asymmetric approach to 14-azasteroids

An efficient chiral pool approach using l-proline to access 14-azasteroids under mild reaction conditions has been described. The key step involves the intramolecular SN2′ cyclization reaction for the construction of critical C-ring in the nitrogen impregnated steroidal architectures bearing unsaturation at Δ9(11) position. In the endeavour to synthesize some new congeners, the remote electronic impact of the electron donating groups in A ring and heteroatoms like oxygen in B ring, on the propensity of C-ring cyclization was also observed.

Access to optically active 3-aminopiperidines by ring expansion of prolinols: Thermodynamic versus kinetic control

3-Aminopiperidines are of great interest because they can possess a wide range of biological activity depending on the nitrogen substituents. Different approaches their synthesis are presented and the most efficient is a ring expansion of prolinols induce

First synthesis of 2,6-diazabicyclo[3.2.0]heptane derivatives

The first synthesis of 6-phenyl-2,6-diazabicyclo[3.2.0]heptane 1 and its orthogonally protected precursor 2 is herein reported. Our strategy enables to chemically address the two nitrogen atoms of 2,6-diazabicyclo[3.2.0]heptane core individually and selectively, thus allowing rapid access to several subsets of widely substituted fused azetidines.

Discovery of potent, orally-active, and muscle-selective androgen receptor modulators based on an N-aryl-hydroxybicyclohydantoin scaffold

A novel, N-aryl-bicyclohydantoin selective androgen receptor modulator scaffold was discovered through structure-guided modifications of androgen receptor antagonists. A prototype compound (7R,7aS)-10b from this series is a potent and highly tissue-selective agonist of the androgen receptor. After oral dosing in a rat atrophied levator ani muscle model, (7R,7aS)-10b demonstrated efficacy at restoring levator ani muscle mass to that of intact controls and exhibited >50-fold selectivity for muscle over prostate.

Bis (amino acid) molecular scaffolds

The present invention provides molecular building blocks of rigid bis(amino acids). The molecular building blocks can be linked together through the formation of rigid diketopiperazine rings, to provide the desired three dimensional structure. Also provided is method of synthesizing macromolecules from the bis (amino acid) building blocks.

Bicyclic modulators of androgen receptor function

The invention provides compounds of the 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, and also provided are pharmaceutical compositions containing such compounds.