131702-11-9

Basic information

• Product Name: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid
• Synonyms: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid
• CAS NO: 131702-11-9
• Molecular Weight: 285.28
• Mol File: 131702-11-9.mol

Chemical Properties

• CAS DataBase Reference: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid(131702-11-9)
• EPA Substance Registry System: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid(131702-11-9)

Safety Data

• Hazardous Substances Data: 131702-11-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 80744-66-7 (R,S)-((1-amino)-2-phenylethyl) phosphinic acid 

Downstream Products

• 150730-34-0 3-[(1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid methyl ester 
• 150730-36-2 3-[(1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid 
• 762240-64-2 3-[(1-Amino-2-phenyl-ethyl)-hydroxy-phosphinoyl]-propionic acid methyl ester 
• 260390-88-3 2-methyl-3((1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, ethyl ester 

Relevant articles and documents

A convenient method to synthesize phosphinic peptides containing an aspartyl or glutamyl aminophosphinic acid. Use of the phenyl group as the carboxyl synthon

Many attempts to synthesize AspΨ(PO2CH2)Ala phosphinic pseudodipeptides by Michael addition of aspartyl aminophosphinic acid to ethyl methacrylate have failed. The preparation of such phosphinic peptides was finally achieved starting from a protected PheΨ(PO2CH2)Ala phosphinic building block. The key step is a mild oxidation of the phenyl group to carboxylic acid by use of the ruthenium trichloride-sodium metaperiodate system.

Solid phase synthesis of phosphinic peptides

The absence of a coupling reaction between a phosphinic acid and an amino ester during activation with the reagents BOP or PyBOP allowed the synthesis of phosphinopeptides from phospho-analogues of dipeptides, unprotected on the phosphinic acid.