4474-95-7

Basic information

• Product Name: L-Isoleucine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester
• Synonyms: N-benzyloxycarbonyl-L-phenylalanyl-L-isoleucine methyl ester;Z-L-Phe-L-Ile-OMe;Z-Phe-Ile-OMe;(2S,3S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-3-methyl-pentanoic acid methyl ester;N-Benzyloxycarbonyl-L-phenylalanyl-L-isoleucin-methylester;Cbz-L-Phe-L-Ile-OMe;Z-L-Phe-L-lle-OMe
• CAS NO: 4474-95-7
• Molecular Formula: C24H30N2O5
• Molecular Weight: 426.513
• Mol File: 4474-95-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 105 - 107 °C
• CAS DataBase Reference: L-Isoleucine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Isoleucine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(4474-95-7)
• EPA Substance Registry System: L-Isoleucine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(4474-95-7)

Safety Data

• Hazardous Substances Data: 4474-95-7(Hazardous Substances Data)

Upstream product

• 2577-46-0 L-isoleucine methyl ester 
• 1161-13-3 N-Cbz-L-Phe 
• 3397-32-8 N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester 
• 18598-74-8 methyl L-isoleucinate hydrochloride 
• 128254-45-5 (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 2,4-bis-methanesulfonyl-naphthalen-1-yl ester 
• 18598-74-8 (S)-methyl 2-amino-3-methylpentanoate hydrochloride 
• 54769-22-1 1-methanesulfonyloxy-1,2,3-benzotriazole 

Downstream Products

• 47166-12-1 H-Phe-Ile-OMe 

Relevant articles and documents

Phosphorus pentoxide for amide and peptide bond formation with minimal by-products

Phosphorus pentoxide and DMAP are used for amide bond formation from carboxylic acids and amines. Dipeptides and amides have been synthesized using this reagent in 42–77% yields and >99% ees. The protocol is attractive as it occurs at ambient temperature, the formation of organic by-products is minimal and the reagent can be readily quenched using water. Furthermore, excellent enantioselectivities are observed without the use of harsh triazole based additives.

Recyclable hypervalent iodine(III) reagent iodosodilactone as an efficient coupling reagent for direct esterification, amidation, and peptide coupling

A hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid is thought to be involved in the present esterification reaction.

Synthesis of Dipeptides Related to Cyclopeptide Alkaloids

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