130013-83-1

Basic information

• Product Name: Boc-L-Ala-nitrile
• Synonyms: (S)-N-BOC-ALANINE-NITRILE;N-[(1S)-1-Cyanoethyl]-carbamic acid 1,1-dimethylethyl ester;BOC-L-ALA-NITRILE;Boc-Ala-Nitrile;Carbamic acid, [(1S)-1-cyanoethyl]-, 1,1-dimethylethyl ester (9CI);(S)-tert-butyl 1-cyanoethylcarbamate;Boc-L-Ala-Nitrile Or (S)-Tert-Butyl1-CyanoethylcarbaMate;tert-butyl N-[(1S)-1-cyanoethyl]carbaMate
• CAS NO: 130013-83-1
• Molecular Formula: C8H14N2O2
• Molecular Weight: 170.21
• Product Categories: N-BOC
• Mol File: 130013-83-1.mol

Chemical Properties

• Melting Point: 105-108°C
• Boiling Point: 277°C
• Flash Point: 121°C
• Appearance: White to off-white powder
• Density: 1.021
• CAS DataBase Reference: Boc-L-Ala-nitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-Ala-nitrile(130013-83-1)
• EPA Substance Registry System: Boc-L-Ala-nitrile(130013-83-1)

Safety Data

• Hazardous Substances Data: 130013-83-1(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry:
Boc-L-Ala-nitrile is used as a synthetic precursor for the preparation of various peptides. Its presence in the synthesis process allows for the stepwise construction of peptide chains, which are essential in understanding biological processes and developing new therapeutic agents.
Used in Pharmaceutical Industry:
Boc-L-Ala-nitrile is used as a key intermediate in the synthesis of pharmaceutical compounds. Its role in peptide synthesis is vital for creating new drugs and therapeutics, as peptides can be designed to target specific biological pathways or receptors, potentially leading to more effective treatments for various diseases.
Used in Peptide Synthesis:
Boc-L-Ala-nitrile is used as a building block for the creation of peptides, which are compounds made up of two or more amino acids. The Boc group provides protection during the synthesis process, ensuring that the peptide chain is correctly formed without unwanted side reactions. This is crucial for the development of new peptide-based drugs and therapeutics.

Upstream product

• 15761-38-3 L-N-Boc-Ala 
• 24424-99-5 di-tert-butyl dicarbonate 
• 79069-50-4 Boc-Ala-H 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 365441-85-6 N-(tert-butoxycarbonyl)-1-tosyleth-1-ylamine 
• 78981-25-6 tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate 

Downstream Products

• 96929-01-0 N-(tert-Butyloxycarbonyl)-DL-thioalaninamid 

Relevant articles and documents

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The structural revision of the anti-inflammatory marine metabolites halipeptin A (1) and B (2) along with the isolation of the new related product halipeptin C (3) are reported. In particular, the heterocyclic portion of the molecule, incorrectly assigned as an oxazetidine ring, has now been characterised as a thiazoline unit by comparison of the spectral data of the natural products (1-3) with an appropriate synthetic model (10). GIAO calculated 13C NMR chemical shifts for oxazetidine and thiazoline model compounds provide additional support to the revised structure.

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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.

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The enantiospecific syntheses of both enantiomers of bacillamide C and neobacillamide A are described, along with the measurement of their optical activities, leading to the revision of the proposed absolute configurations of these natural products.

IMIDAZO[1,2-B][1,2,4]TRIAZINES AS C-MET INHIBITORS

The present invention relates to imidazo[1,2-b][1,2,4]triazines that are inhibitors of c-Met and are useful in the treatment of c-Met associated diseases including cancer.

Discovery, biological evaluation, and structure-activity relationship of amidine based sphingosine kinase inhibitors

Sphingosine 1-phosphate (S1P), a potent phospholipid growth and trophic factor, is synthesized in vivo by two sphingosine kinases. Thus these kinases have been proposed as important drug targets for treatment of hyperproliferative diseases and inflammation. We report here a new class of amidine-based sphingosine analogues that are competitive inhibitors of sphingosine kinases exhibiting varying degrees of enzyme selectivity. These inhibitors display KI values in the submicromolar range for both sphingosine kinases and, in cultured vascular smooth muscle cells, decrease S1P levels and initiate growth arrest.

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Amidine analogs that can inhibit the activity of sphingosine kinase 1 and sphingosine kinase 2 (SphK1 and SphK2) are provided. The compounds can prevent angiogenesis in tumor cells.

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.

Synthesis of 3,5-disubstituted 1,2,4-oxadiazoles as peptidomimetic building blocks

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