143673-60-3

Basic information

• Product Name: benzyl L-2-benzyloxycarbonylamino-4-oxo-5-phthalimidopentanoate
• Synonyms: benzyl L-2-benzyloxycarbonylamino-4-oxo-5-phthalimidopentanoate
• CAS NO: 143673-60-3
• Molecular Weight: 500.508
• Mol File: 143673-60-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl L-2-benzyloxycarbonylamino-4-oxo-5-phthalimidopentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl L-2-benzyloxycarbonylamino-4-oxo-5-phthalimidopentanoate(143673-60-3)
• EPA Substance Registry System: benzyl L-2-benzyloxycarbonylamino-4-oxo-5-phthalimidopentanoate(143673-60-3)

Safety Data

• Hazardous Substances Data: 143673-60-3(Hazardous Substances Data)

Upstream product

• 50930-59-1 benzyl L-2-benzyloxycarbonylamino-5-diazo-4-oxopentanoate 
• 64578-11-6 N-(benzyloxycarbonyl)-L-aspartic acid-4-chloride-1-benzyl ester 
• 50817-15-7 benzyl L-2-benzyloxycarbonylamino-5-chloro-4-oxopentanoate 
• 1074-82-4 potassium phtalimide 

Downstream Products

• 2002-22-4 (2S)-2-amino-3-(2-mercapto-1H-imidazol-4-yl)propanoic acid 
• 71-00-1 L-histidine 

Relevant articles and documents

Synthesis of Selectively Multi-Labelled Histidines with Stable Isotopes and Chiral Synthesis of L-Histidine from L-Aspartic Acid

An efficient and concise synthesis of three types of multi-labelled histidines with stable isotopes to be used for investigating pharmacokinetics and enzymic reaction mechanisms in vivo is described.Selective deuteriation at C-3 and C-5 of DL-diamino acid 4 was achieved by hydrogen exchange to give DL-diamino acid 5.The imidazole ring was constructed by heating of compound 5 with NaSC(15)N to give labelled 2'-mercapto-DL-histidine 6, which was oxidized at C-2' to give the desired L-histidine L-7 after enzymic resolution.To replace deuterium at C-5' with hydrogen, the labelled histidine was heated in water (pH 5.0) at 180 deg C, and subsequent enzymic resolution gave L-histidine L-8.A similar sequence of reactions carried out on the diamino acid 5 with KS(13)C(15)N gave DL-histidine 7-(13)C.Deuteriation at C-2 and C-2' of 7-(13)C with DCl-D2O (pD 5.0) at 180 deg C and subsequent back-exchange of deuterium at C-2' with water (pH 7.0) at 120 deg C gave DL-histidine 10.Synthesis of optically pure L-histidine starting from L-aspartic acid is also described.The optical purity of the synthesized L-histidine was estimated to be 93.8 percent (e.e).