115654-59-6

Basic information

• Product Name: BOC-L-LEU-NITRILE
• Synonyms: BOC-L-LEU-NITRILE;Boc-Leu-Nitrile;Carbamic acid, N-[(1S)-1-cyano-3-methylbutyl]-, 1,1-dimethylethyl ester;(S)-(1-Cyano-3-methylbutyl)carbamic acid tert-butyl ester;Carbamic acid, (1-cyano-3-methylbutyl)-, 1,1-dimethylethyl ester, (S)-;Carbamic acid, [(1S)-1-cyano-3-methylbutyl]-, 1,1-dimethylethyl ester (9CI);(S)-N-Boc-Leucinenitrile;tris(tert-butyl N-[(1S)-1-cyano-3-Methylbutyl]carbaMate)
• CAS NO: 115654-59-6
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.291
• Mol File: 115654-59-6.mol

Chemical Properties

• Boiling Point: 318.935 °C at 760 mmHg
• Flash Point: 146.687 °C
• Appearance: White to off-white powder
• Density: 0.98 g/cm³
• Vapor Pressure: 0.00035mmHg at 25°C
• Refractive Index: 1.449
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: BOC-L-LEU-NITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-L-LEU-NITRILE(115654-59-6)
• EPA Substance Registry System: BOC-L-LEU-NITRILE(115654-59-6)

Safety Data

• Hazardous Substances Data: 115654-59-6(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry and Drug Discovery Research:
BOC-L-LEU-NITRILE is used as a protease inhibitor for its ability to inhibit the activity of several proteases. This makes it a valuable tool in studying the functions and mechanisms of these enzymes, as well as in the development of drugs targeting protease-related diseases.
Used in Pharmaceutical Compound Synthesis:
As a building block, BOC-L-LEU-NITRILE is used in the synthesis of pharmaceutical compounds. Its incorporation into peptide structures can lead to the creation of new therapeutic agents with specific biological activities.
Used in Specialty Chemicals Production:
BOC-L-LEU-NITRILE is utilized in the production of specialty chemicals, contributing to the development of unique chemical products with specialized applications in various industries.
Used as a Reagent in Organic Synthesis:
In organic synthesis, BOC-L-LEU-NITRILE serves as a reagent, facilitating specific chemical reactions that are crucial for the synthesis of complex organic molecules.

InChI:InChI=1/C11H20N2O2/c1-8(2)6-9(7-12)13-10(14)15-11(3,4)5/h8-9H,6H2,1-5H3,(H,13,14)/t9-/m0/s1

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 75899-20-6 (C₅H₉O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 433335-07-0 [3-methyl-1-(toluene-4-sulfonyl)-butyl]-carbamic acid tert-butyl ester 
• 70533-96-9 N-tert-butoxycarbonyl-(L)-leucinamide 

Downstream Products

• 105356-41-0 (S)-1-cyano-3-methyl-butylamine 
• 115654-40-5 (S)-(-)-1,1-dimethylethyl <1-(aminomethyl)-3-methylbutyl>carbamate 

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

Optimization strategy of single-digit nanomolar cross-class inhibitors of mammalian and protozoa cysteine proteases

Cysteine proteases (CPs) are involved in a myriad of actions that include not only protein degradation, but also play an essential biological role in infectious and systemic diseases such as cancer. CPs also act as biomarkers and can be reached by active-

Isoselenocyanates derived from Boc/Z-amino acids: Synthesis, isolation, characterization, and application to the efficient synthesis of unsymmetrical selenoureas and selenoureidopeptidomimetics

Isoselenocyanates derived from Boc/Z-amino acids are prepared by the reaction of the corresponding isonitriles with selenium powder in presence of triethylamine at reflux. The utility of these new classes of isoselenocyanates in the preparation of selenoureidodipeptidomimetics possessing both amino as well as carboxy termini has been accomplished. The 1H NMR analysis confirmed that the protocol involving the conversion of isonitriles to isoselenocyanates and their use as coupling agents in assembling selenoureido derivatives is free from racemization.

Synthesis of Boc-amino tetrazoles derived from α-amino acids

A simple route for the synthesis of Boc-protected tetrazole analogs of amino acids starting from Nα-Boc amino acids has been described. The [2 + 3] cycloaddition of Boc-α-amino nitrile and sodium azide in the presence of a catalytic amount of zinc bromide yielded the desired tetrazoles in good yields and purity. All the compounds obtained have been characterized by 1H and 13C-NMR and mass spectral studies. Copyright Taylor & Francis Group, LLC.

Phase transfer catalyzed enantioselective strecker reactions of α-amido sulfones with cyanohydrins

A study into the use of a chiral phase-transfer catalyst in conjunction with acetone cyanohydrin to effect the enantioselective formation of α-amino nitriles from α-amido sulfones is described. This novel catalytic asymmetric Strecker reaction is analyzed

Solid-phase synthesis of oligourea peptidomimetics

A procedure for the solid-phase synthesis of oligourea peptidomimetics starting from Boc-protected monomers is described. The compounds are prepared on Tentagel resin and can be obtained selectively rather as the C-terminal free acids with UV irradiation