118525-58-9

Basic information

• Product Name: (2S)-<2-(t-Boc-amino)-3-phenyl-1-(1-pyrrolidinyl)propylidene>propanedinitrile
• CAS NO: 118525-58-9
• Molecular Weight: 366.463
• Mol File: 118525-58-9.mol

Chemical Properties

• CAS DataBase Reference: (2S)-<2-(t-Boc-amino)-3-phenyl-1-(1-pyrrolidinyl)propylidene>propanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-<2-(t-Boc-amino)-3-phenyl-1-(1-pyrrolidinyl)propylidene>propanedinitrile(118525-58-9)
• EPA Substance Registry System: (2S)-<2-(t-Boc-amino)-3-phenyl-1-(1-pyrrolidinyl)propylidene>propanedinitrile(118525-58-9)

Safety Data

• Hazardous Substances Data: 118525-58-9(Hazardous Substances Data)

Upstream product

• 126950-13-8 4-tert-butoxycarbonylamino-2-cyano-3-hydroxy-5-phenylpenten-2-nitrile 
• 34101-07-0 (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-imidazol-1-yl-3-phenylpropan-1-one 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 109-77-3 malononitrile 
• 88815-92-3 1-(thio-t-Boc-α-aminophenylalanyl)-azacyclopentane 

Relevant articles and documents

Novel Modifications of Peptides: Simple Syntheses of Difunctionalized Enamines, Enol Ethers, and Thioenol Ethers from Carboxylic Acids via Acylimidazole and Enol Phosphate Intermediates

The condensation of carboxylic acids 5 (N-protected amino acids or dipeptides) and active methylene compounds to give difunctionalized enols 6 is accomplished by the use of 1,1'-carbonyldiimidazole as an activating reagent.Enamines 7a, enol ethers 7b, and thioenol ethers 7c are obtained directly from the corresponding nucleophiles and the intermediates formed from enols 6 by the action of phenyl phosphorodichloridate.The integrity of peptide chiral centers is maintained during these transformations.

CARBOXYL-MODIFIED AMINO ACIDS AND PEPTIDES: II) A CONVENIENT ROUTE FOR THE SYNTHESIS OF DIFUNCTIONALIZED ENAMINES FROM THIOAMIDES VIA THIOIMINIUM SALTS

From thioamides 4, via thioiminium salts 5, various difunctionalized enamines 6 with different electron-withdrawing groups E, E' (E: CN, CO2Me, COR, SO2R, etc; E': CN, CO2Me) are prepared.Application of the methodology, the determination of stereochemistry and degree of racemization of some amino acids are discussed.