276888-31-4

Basic information

• Product Name: 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester
• Synonyms: 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester
• CAS NO: 276888-31-4
• Molecular Weight: 816.949
• Mol File: 276888-31-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester(276888-31-4)
• EPA Substance Registry System: 2-[2-(5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyloxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-4-methyl-pentanoic acid methyl ester(276888-31-4)

Safety Data

• Hazardous Substances Data: 276888-31-4(Hazardous Substances Data)

Upstream product

• 146346-88-5 methyl 2-(((9H-fluoren-9-yl)methoxy)carbonyl)aminopropanoate 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 54259-27-7 (S)-methyl 2-formamido-4-methylpentanoate 
• 2480-93-5 Boc-Orn(Z)-OH 
• 158340-98-8 methyl 2-isobutyl-α-isocyanoacetate 
• 146803-41-0 N-(fluorenylmethyloxycarbonyl)-L-alaninal 
• 125814-20-2 Fmoc-L-Ala-NCA 

Downstream Products

• 137563-63-4 Eurystatin A 
• 373604-97-8 (S)-2-[(S)-3-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoylamino)-2-hydroxy-butyrylamino]-4-methyl-pentanoic acid methyl ester 

Relevant articles and documents

Concise total synthesis of the prolyl endopeptidase inhibitor eurystatin A via a novel Passerini reaction-deprotection-acyl migration strategy

The Passerini reaction between suitably protected alaninal, leucine isonitrile, and ornithine components delivered adducts 10a,b in high yield. Orthogonal N-deprotection of 10a led, via a smooth O- to N-acyl migration, to 11, which constitutes the entire skeleton of the eurystatins. Subsequent deprotection, macrocyclization, elaboration, and final oxidation steps efficiently afforded eurystatin A 1a in high overall yield.