29588-94-1

Basic information

• Product Name: N-phthaloyl-L-tyrosine
• Synonyms: N-phthaloyl-L-tyrosine
• CAS NO: 29588-94-1
• Molecular Weight: 311.294
• Mol File: 29588-94-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-phthaloyl-L-tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-phthaloyl-L-tyrosine(29588-94-1)
• EPA Substance Registry System: N-phthaloyl-L-tyrosine(29588-94-1)

Safety Data

• Hazardous Substances Data: 29588-94-1(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 60-18-4 L-tyrosine 
• 22509-74-6 N-ethoxycarbonylphthalimide 

Downstream Products

• 70-78-0 3-Iodo-L-tyrosine 
• 39739-09-8 methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(4-hydroxyphenyl)propanoate 
• 136918-14-4 phthalimide 
• 501-98-4 (Z)-p-coumaric acid 
• 7400-08-0 p-Coumaric Acid 
• 364041-47-4 (S)-3-(4-Benzyloxy-3-iodo-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 364041-52-1 C₂₅H₂₂BNO₇ 
• 364041-50-9 (S)-3-[4-Benzyloxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 159526-60-0 (S)-3-(3-Chloro-4-hydroxy-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 159526-59-7 (S)-3-(4-Acetoxy-3-chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 196092-91-8 (R)-3-(4-Acetoxy-3-chloro-phenyl)-3-bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 159379-70-1 (2S,3R)-methyl 2-phthalimido-3-(^tbutyldimethylsilyloxy)-3-(3'-chloro-4'-hydroxy phenyl)propionate 
• 159526-65-5 (2S,3R)-3-(4-Acetoxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester 
• 160648-53-3 O-acetyl-N-phthaloyl-L-tyrosine methyl ester 

Relevant articles and documents

Synthesis of the biaryl moiety of the proteasome inhibitors TMC-95 via a ligandless Pd(OAc)2-catalyzed Suzuki-coupling reaction

The biaryl moiety of proteasome inhibitors TMC-95 was synthesized via a Pd(OAc)2-catalyzed Suzuki-coupling reaction of 7-iodoisatin and a tyrosine-derived arylboronic acid in the absence of phosphine ligands using potassium fluoride as a base.

Photoinduced electron-transfer chemistry of the bielectrophoric N-phthaloyl derivatives of the amino acids tyrosine: Histidine and tryptophan

The photochemistry of phthalimide derivatives of the electron-rich amino acids tyrosine, histidine and tryptophan 8-10 was studied with respect to photoinduced electron-transfer (PET)induced decarboxylation and Norrish II bond cleavage. Whereas exclusive photodecarboxylation of the tyrosine substrate 8 was observed, the histidine compound 9 resulted in a mixture of histamine and preferential Norrish cleavage. The tryptophan derivative 10 is photochemically inert and shows preferential decarboxylation only when induced by intermolecular PET.

SYNTHESIS OF HOMOCHIRAL HYDROXY-α-AMINO ACID DERIVATIVES

Treatment of N-phthaloyl-α-amino acid methyl esters with N-bromosuccinimide, followed by reaction with silver nitrate in aqueous acetone, affords homochiral hydroxy-α-amino acid derivatives, the stereochemistry of which is predetermined by that of the starting amino acids.