142055-86-5

Basic information

• Product Name: BOC-D-VAL-NITRILE
• Synonyms: BOC-D-VAL-NITRILE;Carbamic acid, (1-cyano-2-methylpropyl)-, 1,1-dimethylethyl ester, (+)- (9CI);Boc-D-Valinenitrile
• CAS NO: 142055-86-5
• Molecular Formula: C10H18N2O2
• Molecular Weight: 198.26212
• Product Categories: N-BOC
• Mol File: 142055-86-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• Density: 1.05 g/cm³
• CAS DataBase Reference: BOC-D-VAL-NITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-VAL-NITRILE(142055-86-5)
• EPA Substance Registry System: BOC-D-VAL-NITRILE(142055-86-5)

Safety Data

• Hazardous Substances Data: 142055-86-5(Hazardous Substances Data)

Usage

General Description

BOC-D-VAL-NITRILE, also known as tert-butoxycarbonyl-D-valine nitrile, is a chemical compound commonly used as a building block in organic synthesis. It is a derivative of the amino acid valine, and its structure consists of a valine residue with a tert-butoxycarbonyl (BOC) protective group attached to the amino group and a nitrile functional group attached to the carboxylic acid group. BOC-D-VAL-NITRILE is often utilized as a precursor for the synthesis of various peptide and peptidomimetic compounds, as well as in the production of pharmaceuticals and agrochemicals. Its versatility and stability make it a valuable tool for chemical research and drug development.

Upstream product

• 130457-26-0 t-butyl  
• 151-50-8 potassium cyanide 
• 4248-19-5 tert-butyl carbazate 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 365441-87-8 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methylpropanoic acid 
• 13734-41-3 N-Boc-(S/R)-valine 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 271600-32-9 [2-methyl-1-(toluene-4-sulfonyl)-propyl]-carbamic acid tert-butyl ester 
• 35150-08-4 Boc-Val-NH₂ 
• 13734-41-3 t-Boc-L-valine 
• 72-18-4 L-valine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 98807-40-0 Boc-Val-O-COOEt 

Relevant articles and documents

Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids

The development of hybrid compounds led to the discovery of new pharmacologically active agents for some of the most critical diseases, including cancer. Herein, we describe a new series of oxadiazole-containing structures designed by a molecular hybridiz

Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation

The one-step conversion of aliphatic carboxylic acids to the corresponding nitriles has been accomplished via the merger of visible light mediated photoredox and cyanobenziodoxolones (CBX) reagents. The reaction proceeded in high yields with natural and non-natural α-amino and α-oxy acids, affording a broad scope of nitriles with excellent tolerance of the substituents in the α position. The direct cyanation of dipeptides and drug precursors was also achieved. The mechanism of the decarboxylative cyanation was investigated both computationally and experimentally and compared with the previously developed alkynylation reaction. Alkynylation was found to favor direct radical addition, whereas further oxidation by CBX to a carbocation and cyanide addition appeared more favorable for cyanation. A concerted mechanism is proposed for the reaction of radicals with EBX reagents, in contrast to the usually assumed addition elimination process.

One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones

A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using Nα-amino selenocarboxamides and α-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized.