192389-43-8

Basic information

• Product Name: 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-hydroxy-, 1,1-dimethylethyl ester, (2S)-
• CAS NO: 192389-43-8
• Molecular Formula: C26H37NO4Si
• Molecular Weight: 455.67
• Mol File: 192389-43-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-hydroxy-, 1,1-dimethylethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-hydroxy-, 1,1-dimethylethyl ester, (2S)-(192389-43-8)
• EPA Substance Registry System: 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-hydroxy-, 1,1-dimethylethyl ester, (2S)-(192389-43-8)

Safety Data

• Hazardous Substances Data: 192389-43-8(Hazardous Substances Data)

Usage

1-Pyrrolidinecarboxylic acid derivative

The compound is derived from 1-pyrrolidinecarboxylic acid.

2S isomer

The compound has a specific stereochemistry, with the S configuration at the 2-position.

1,1-Dimethylethyl ester group

The ester group is attached to the carboxylic acid, with a 1,1-dimethylethyl structure.

Hydroxy group at position 5

The compound has a hydroxy group (-OH) attached to the 5-position of the pyrrolidine ring.

Diphenylsilyl group

The compound has a diphenylsilyl (-SiPh2) group attached to the oxygen atom.

Organic synthesis intermediate

The compound is often used as a building block or intermediate in organic synthesis.

Potential pharmaceutical applications

The compound has potential applications in pharmaceutical research, particularly in the development of new drugs and medicines.

Upstream product

• 138629-30-8 (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 132974-83-5 (5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 17342-08-4 (S)-Pyroglutaminol 
• 7149-65-7 ethyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 
• 4931-66-2 methyl (S)-pyroglutamate 
• 185303-86-0 N-(tert-butoxycarbonyl)-6,7-O-isopropylidene-2,3-dideoxy-L-arabinoheptono-1,4-lactam 
• 141393-87-5 4-<(tert-butoxycarbonyl)amino>-6,7-O-isopropylidene-2,3,4-trideoxy-L-arabino-hept-2-enonic acid 1,4-lactam 
• 185303-87-1 tert-butyl (S)-2-formyl-5-oxopyrrolidine-1-carboxylate 
• 81658-25-5 2-hydroxymethyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 141293-28-9 N-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyl)oxy]pyrrole 

Downstream Products

• 192389-29-0 (2S,5S/R)-N-tert-butoxycarbonyl-2-(tert-butyldiphenylsilyloxy)methyl-5-methoxy-pyrrolidine 
• 782496-03-1 (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine 
• 930769-31-6 5,5'-bis-(tert-butyl-diphenyl-silanyloxymethyl)-[2,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester 
• 930769-32-7 1,1'-di-tert-butoxycarbonyl-5,5'-bis(tert-butyldiphenylsilanyloxymethyl)-2,3'-bipyrrolidine 
• 930769-30-5 (2R,3'R,5S,5'S)-1,1'-di-tert-butoxycarbonyl-5,5'-bis(tert-butyldiphenylsilanyloxymethyl)-2,3'-bipyrrolidine 
• 930769-33-8 1,1'-di-tert-butoxycarbonyl-5,5'-bis(tert-butyldiphenylsilanyloxymethyl)-2,3'-bipyrrolidine 
• 181705-72-6 (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one 
• 743423-44-1 (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-methoxyhexahydroindolizin-5-one 
• 612820-33-4 (3S,6S,9S)-3-hydroxymethyl-6-azido-6-benzylhexahydroindolizin-5-one 
• 612820-34-5 (3S,6R,9S)-3-hydroxymethyl-6-azido-6-benzylhexahydroindolizin-5-one 

Relevant articles and documents

STRUCTURAL MIMETICS OF PROLINE-RICH PEPTIDES AND THE PHARMACEUTICAL USE THEREOF

The invention relates to compounds of general formula (I), which can be used particularly as structural mimetics of proline-rich peptides and are therefore capable of binding PRM binding domains (proline-rich motif binding domains) of proteins. The invention also relates to the use of said compounds as pharmaceutical active agents and the use of these pharmaceutical active agents for treating bacterial diseases, neurodegenerative diseases and tumours.

Diastereoselective synthesis of 4,5′-bis-proline compounds via reductive dimerization of N-acyloxyiminium ions

A short, practical synthesis of novel, unsymmetrical 4,5′-bis-proline compounds has been achieved, highlighted by the application of an unprecedented samarium diiodide-driven regio- and diastereocontrolled reductive dimerization of N-acyloxyiminium ions generated from readily available 2-methoxy-5- silyloxymethyl-N-Boc pyrrolidines. The title proline dimers proved to be pertinent metal-free catalysts in aldol and Mannich reactions.

Stereoselective synthesis of trans-threo-trans-oligopyrrolidines: Potential agents for RNA cleavage

The 2,5-trans-substituted oligopyrrolidines constitute a promising class of novel RNA-binding agents as well as potential building blocks for artificial anion channels. A convergent synthesis of terpyrrolidine 1 and pyrrolidino-THF-pyrrolidine 2 is reported, relying upon convergent coupling of 2,5-trans-pyrrolidinecarboxaldehydes through bridging alkyne units under Felkin-Anh control and subsequent closure of the central ring. After complete deprotection, the free polyamine products were isolated in excellent yield and purity. Crystal structure analyses of a terpyrrolidine and a pyrrolidino-THF-pyrrolidine documented their helical privileged conformations. The compounds were then screened for RNA cleavage activity. Unlike the only weakly active simple polyamines, p-nitrosulfonamide 33 was found to induce cleavage at mM concentrations under physiologically relevant conditions.