482-21-3

Basic information

• Product Name: Isocryptopleurine
• CAS NO: 482-21-3
• Mol File: 482-21-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Isocryptopleurine(CAS DataBase Reference)
• NIST Chemistry Reference: Isocryptopleurine(482-21-3)
• EPA Substance Registry System: Isocryptopleurine(482-21-3)

Safety Data

• Hazardous Substances Data: 482-21-3(Hazardous Substances Data)

Upstream product

• 585573-79-1 10-(bromomethyl)-2,3,6-trimethoxyphenanthrene 
• 50-00-0 formaldehyd 
• 697234-86-9 (R)-2-((2,3,6-trimethoxyphenanthren-10-yl)methyl)piperidine 
• 162869-95-6 11,12,13,14,14a,15-Hexahydro-2,3,6-trimethoxy-9H-phenanthro<9,10-b>quinolizin-9-one 
• 23365-39-1 2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydro-4H-quinolizin-4-one 
• 30062-39-6 2,3,6-trimethoxyphenanthrene-9-carboxylic acid 
• 93876-11-0 2,3,6-trimethoxyphenanthrene-9-carbaldehyde 
• 30062-14-7 2,3,6-trimethoxy-9-(hydroxymethyl)phenanthrene 
• 10365-98-7 3-methoxyphenylboronic acid 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1588418-38-5 C₂₂H₂₅NO₃ 
• 1588418-36-3 C₂₆H₃₃NO₄S 

Relevant articles and documents

Enantioselective synthesis of cryptopleurine and boehmeriasin A via organocatalytic intramolecular aza-Michael addition

The enantioselective synthesis of phenanthroquinolizidine alkaloids cryptopleurine and boehmeriasin A was achieved in eight steps from commercial available Cbz-protected 2-piperidinone in 22% and 20% overall yield, respectively. The key steps of this route are intramolecular enantioselective aza-Michael addition, intramolecular aldol addition, and oxidative coupling.

Synthesis of (-)-cryptopleurine by combining gold(I) catalysis with a free radical cyclization

(R)-(-)-Cryptopleurine, a highly cytotoxic alkaloid found in Cryptocarya and Boehmeria species, was synthesized in high optical purity using a gold(I)-NHC catalyzed cyclization of an unsymmetrical phenanthrene precursor combined with a free radical cyclization to achieve closure of the C-ring.

Synthesis and biological evaluation of (-)-6-O-desmethylcryptopleurine and analogs

(-)-Cryptopleurine 1 is one of the most potent anti-proliferative member of the phenanthroquinolizidine class of alkaloids. We report here the synthesis of (-)-6-O-desmethylcryptopleurine (-)-2 and (-)-6-O-desmethyl-(15R)-hydroxycryptopleurine (-)-4 in th