184589-19-3

Basic information

• Product Name: N-Fmoc-L-Val-L-Asn-L-Pro-L-Phe-L-Val-L-Leu-L-Pro-O-(t-Bu)
• CAS NO: 184589-19-3
• Molecular Weight: 1063.3
• Mol File: 184589-19-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Fmoc-L-Val-L-Asn-L-Pro-L-Phe-L-Val-L-Leu-L-Pro-O-(t-Bu)(CAS DataBase Reference)
• NIST Chemistry Reference: N-Fmoc-L-Val-L-Asn-L-Pro-L-Phe-L-Val-L-Leu-L-Pro-O-(t-Bu)(184589-19-3)
• EPA Substance Registry System: N-Fmoc-L-Val-L-Asn-L-Pro-L-Phe-L-Val-L-Leu-L-Pro-O-(t-Bu)(184589-19-3)

Safety Data

• Hazardous Substances Data: 184589-19-3(Hazardous Substances Data)

Upstream product

• 68858-20-8 Fmoc-Val-OH 
• 184589-37-5 (S)-1-{(S)-2-[(S)-2-((S)-2-{[(S)-1-((S)-2-Amino-3-carbamoyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-18-2 (S)-1-((S)-2-{(S)-2-[(S)-2-({(S)-1-[(S)-3-Carbamoyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-17-1 N-Fmoc-L-Pro-L-Phe-L-Val-L-Leu-L-Pro-O-(t-Bu) 
• 184589-16-0 (S)-1-((S)-2-{(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-36-4 (S)-1-[(S)-4-Methyl-2-((S)-3-methyl-2-{(S)-3-phenyl-2-[((S)-pyrrolidine-2-carbonyl)-amino]-propionylamino}-butyrylamino)-pentanoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-15-9 (S)-1-{(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-35-3 (S)-1-{(S)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-3-methyl-butyrylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 184589-14-8 Fluorenylmethoxycarbonylleucyl-proline tert-butyl ester 
• 129472-19-1 (9H-fluoren-9-yl)methyl tert-butylpyrrolidine-1,2-dicarboxylate 
• 184589-34-2 (S)-1-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 74509-15-2 leucylproline tert-butyl ester 
• 2812-46-6 proline tert-butyl ester 
• 71989-31-6 Fmoc-Pro-OH 

Downstream Products

• 153723-34-3 2-((3S,6S,9S,15S,18S,21S,24S)-21-Benzyl-15-isobutyl-6,18-diisopropyl-2,5,8,14,17,20,23-heptaoxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacos-3-yl)-acetamide 
• 184589-38-6 (S)-1-((S)-2-{(S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-carbamoyl-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis of the cyclic heptapeptides Axinastatin 2 and Axinastatin 3

Practical total syntheses of axinastatins 2 2b and 3 2c were completed by employing Fmoc protection for the N-terminal, and tert-butyl ester blocking for the C-terminal, units of the amlno add and peptide intermediates. Generally, diethyl phosphorocyanidate proved effective for formation of the peptide bond, and in the one exception, asparagine, the o-nitrophenyl active ester proved to be useful. For the final cyclization reaction BOP-Cl was found especially effective. Copyright 1996 by the Royal Society of Chemistry.