449141-99-5

Basic information

• Product Name: N-[N'-(diphenylmethylene)-(S)-p-(2-ethyl-1,3-dioxolan-2-yl)-phenylalanyl]-(-)-10,2-bornane sultam
• Synonyms: N-[N'-(diphenylmethylene)-(S)-p-(2-ethyl-1,3-dioxolan-2-yl)-phenylalanyl]-(-)-10,2-bornane sultam
• CAS NO: 449141-99-5
• Molecular Weight: 626.817
• Mol File: 449141-99-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-[N'-(diphenylmethylene)-(S)-p-(2-ethyl-1,3-dioxolan-2-yl)-phenylalanyl]-(-)-10,2-bornane sultam(CAS DataBase Reference)
• NIST Chemistry Reference: N-[N'-(diphenylmethylene)-(S)-p-(2-ethyl-1,3-dioxolan-2-yl)-phenylalanyl]-(-)-10,2-bornane sultam(449141-99-5)
• EPA Substance Registry System: N-[N'-(diphenylmethylene)-(S)-p-(2-ethyl-1,3-dioxolan-2-yl)-phenylalanyl]-(-)-10,2-bornane sultam(449141-99-5)

Safety Data

• Hazardous Substances Data: 449141-99-5(Hazardous Substances Data)

Upstream product

• 138566-17-3 2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1.5]dec-4-yl)ethanone 
• 449141-98-4 2-(p-bromomethyl-phenyl)-2-ethyl-1,3-dioxolane 
• 449141-97-3 2-ethyl-2-tolyl-1,3-dioxolane 
• 5337-93-9 4'-methylpropiophenone 
• 91306-50-2 α-phenylselenenyl-4'-methylpropiophenone 

Downstream Products

• 449142-02-3 (S)-Boc-p-[2'-(phenylselenenyl)propanoyl]phenylalanine 
• 449142-03-4 (S)-Boc-p-(propenoyl)phenylalanine 
• 449142-01-2 (S)-Boc-p-(propanoylphenyl)alanine 

Relevant articles and documents

Synthesis of new photoactivatable phenylalanine analogues and their incorporation into a model peptide - Phenylseleno derivatives as precursors of α,β-unsaturated ketones in peptide synthesis

The asymmetric synthesis of (S)-Boc-p-(propanoyl)phenylalanine (10) was performed by alkylation of sultam N-(di- phenylmethylene)glycinate (4). Different pathways for the introduction of a phenylseleno moiety α to the ketone function were investigated. (S)-Boc-p-[2′-(phenylselenenyl)propanoyl]phenylalanine (11) was easily obtained from (S)-Boc-p-(propanoyl)phenylalanine (10). However, the phenylseleno moiety α to the carbonyl group was found to be unstable to the conditions required for solid-phase peptide synthesis. Therefore, (2S)-Boc-p-[2′-(phenylselenenyl)propanoyl]phenylalanine (11) was transformed into Boc-p-[3′-(phenylselenenyl)propanoyl]phenylalanine (13), which was successfully incorporated into the sequence of a model peptide. The corresponding enone function generated under mild acidic conditions was found to be stable in aqueous solution at pH = 7, but suitably reactive upon irradiation. Thus, these phenylalanine analogs bearing an unsaturated ketone represent new photoreactive probes. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.