123884-01-5

Basic information

• Product Name: 2H-Pyrrol-2-one,1,5-dihydro-4-methoxy-5-(phenylmethyl)-, (5S)-
• Synonyms: 2H-Pyrrol-2-one,1,5-dihydro-4-methoxy-5-(phenylmethyl)-, (S)-; Dolapyrrolidone
• CAS NO: 123884-01-5
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Mol File: 123884-01-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2H-Pyrrol-2-one,1,5-dihydro-4-methoxy-5-(phenylmethyl)-, (5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrol-2-one,1,5-dihydro-4-methoxy-5-(phenylmethyl)-, (5S)-(123884-01-5)
• EPA Substance Registry System: 2H-Pyrrol-2-one,1,5-dihydro-4-methoxy-5-(phenylmethyl)-, (5S)-(123884-01-5)

Safety Data

• Hazardous Substances Data: 123884-01-5(Hazardous Substances Data)

Upstream product

• 1268344-84-8 1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-85-9 1-[(S)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268345-03-4 (S)-5-benzyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268345-08-9 (S)-5-benzyl-1-[(S)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 110104-60-4 (E)-4-chloro-3-methoxy-but-2-enoic acid methyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 109579-08-0 (S)-[1-benzyl-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 
• 112700-41-1 (5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 73818-55-0 Bestmann ylide 
• 63-91-2 L-phenylalanine 

Downstream Products

• 1268345-11-4 C₂₂H₂₄N₂O₃ 
• 1268345-12-5 N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy 
• 1268345-13-6 L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy 
• 1268345-10-3 C₂₇H₃₂N₂O₅ 

Relevant articles and documents

Synthesis and anticancer activity of the proposed structure of caldoramide, an N-peptidyltetramate from the cyanobacterium Caldora penicillata

The structure proposed in the literature for caldoramide, a formal pentapeptide metabolite of the marine cyanobacterium Caldora penicillata, was synthesised in 12 steps and 16% yield (longest linear sequence from isoleucine) following the strategy of a stepwise consecutive extension of an N-oligopeptidyl chain on a tetramate anchor. The synthetic product differed from the natural isolate in optical rotation, some NMR data, and cytotoxicities. Its antiproliferative effect on three human cancer cell lines was distinctly lower than that of related dolastatin 10 and belamide A.

Total synthesis of modified pentapeptide, caldoramide

Total synthesis of modified pentapeptide, caldoramide, a cytotoxic linear pentapeptide from the marine cyanobacterium Caldora penicillate is described. Notable features of the route include the efficient preparation of three key fragments and final assemb