144688-81-3

Basic information

• Product Name: 1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, 1,1-dimethylethyl ester
• CAS NO: 144688-81-3
• Molecular Formula: C16H23NO2
• Molecular Weight: 261.364
• Mol File: 144688-81-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, 1,1-dimethylethyl ester(144688-81-3)
• EPA Substance Registry System: 1-Pyrrolidinecarboxylic acid, 2-(phenylmethyl)-, 1,1-dimethylethyl ester(144688-81-3)

Safety Data

• Hazardous Substances Data: 144688-81-3(Hazardous Substances Data)

Usage

Derivative of proline

Boc-proline is derived from proline, an important amino acid involved in protein synthesis.

Building block in peptide synthesis

Boc-proline is commonly used as a building block in the synthesis of peptides and drugs, contributing to the development of new pharmaceuticals.

Enhances stability and solubility

Boc-proline is known for its ability to improve the stability and solubility of peptides, making it a valuable tool in the pharmaceutical industry.

Anti-inflammatory properties

Boc-proline has been found to exhibit anti-inflammatory properties, which may be useful in the development of new therapeutic agents.

Neuroprotective properties

The compound also shows neuroprotective properties, further contributing to its potential as a candidate for new therapeutic applications.

Versatile and valuable chemical compound

Boc-proline's wide range of potential applications in medicine and biochemistry make it an important and versatile compound in these fields.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 118647-85-1 1-(5-azidopentyl)benzene 
• 100-46-9 benzylamine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 66310-10-9 N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate 
• 15761-39-4 N-tert-butoxycarbonyl-proline 
• 62673-31-8 benzyl(bromo)zinc 
• 144688-69-7 tert-butyl 2-methoxypyrrolidine-1-carboxylate 
• 1119-51-3 bromopentene 
• 35840-91-6 2-benzylpyrrolidine 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 821-09-0 n-Pent-4-enyl alcohol 
• 17508-16-6 tert-butyl (2,4-dinitrophenoxy)carbamate 

Downstream Products

• 35840-91-6 2-benzylpyrrolidine 

Relevant articles and documents

The Formal Cross-Coupling of Amines and Carboxylic Acids to Form sp3–sp3 Carbon–Carbon Bonds

We have developed a deaminative–decarboxylative protocol to form new carbon(sp3)–carbon(sp3) bonds from activated amines and carboxylic acids. Amines and carboxylic acids are ubiquitous building blocks, available in broad chemical diversity and at lower cost than typical C?C coupling partners. To leverage amines and acids for C?C coupling, we developed a reductive nickel-catalyzed cross-coupling utilizing building block activation as pyridinium salts and redox-active esters, respectively. Miniaturized high-throughput experimentation studies were critical to our reaction optimization, with subtle experimental changes such as order of reagent addition, composition of a binary solvent system, and ligand identity having a significant impact on reaction performance. The developed protocol is used in the late-stage diversification of pharmaceuticals while more than one thousand systematically captured and machine-readable reaction datapoints are reposited.

Construction of azacycles by intramolecular amination of organoboronates and organobis(boronates)

Intramolecular amination of organoboronates occurs with a 1,2-metalate shift of an aminoboron ate complex to form azetidines, pyrrolidines, and piperidines. Bis(boronates) undergo site-selective amination to form boronate-containing azacycles. Enantiomerically enriched azacycles are formed with high stereospecificity.

Upscaling Photoredox Cross-Coupling Reactions in Batch Using Immersion-Well Reactors

Herein we describe a straightforward approach for the scale-up of photoredox cross-coupling reactions from milligram to multigram scale using immersion-well batch reactors with minimal reoptimization of the reaction conditions. This approach can be applied to both homogeneous and, more significantly, heterogeneous reaction mixtures. Furthermore, we have used an immersion-well side-loop reactor to perform a reaction on a 400 mmol scale (86 g of aryl bromide).