35478-77-4

Basic information

• Product Name: 16α-Carbomethoxycleavamine
• Synonyms: (7R,9S)-5-Ethyl-1,4,7,8,9,10-hexahydro-2H-3,7-methanoazacycloundecino[5,4-b]indole-9-carboxylic acid methyl ester;16α-Carbomethoxycleavamine;18-Carbomethoxycleavamine;18S-Carbomethoxycleavamine
• CAS NO: 35478-77-4
• Molecular Formula: C21H26N2O2
• Molecular Weight: 338.44
• Mol File: 35478-77-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 16α-Carbomethoxycleavamine(CAS DataBase Reference)
• NIST Chemistry Reference: 16α-Carbomethoxycleavamine(35478-77-4)
• EPA Substance Registry System: 16α-Carbomethoxycleavamine(35478-77-4)

Safety Data

• Hazardous Substances Data: 35478-77-4(Hazardous Substances Data)

Upstream product

• 136118-90-6 methyl 4-cyano-5-ethyl-1,4,7,8,9,10-hexahydro-2H-3,7-methanoazacycloundecino<5,4-b>indole-9-carboxylate 
• 2468-21-5 catharinthine 
• 57207-75-7 catharanthine N-oxide 
• 2645-61-6 catharanthine hydrochloride 

Relevant articles and documents

A catalytic versus stoichiometric photoinduced electron transfer promoted selective C16-C21 bond cleavage of catharanthine

A clean and efficient access to the cleavamine skeleton is described through the selective oxidative C16-C21 bond cleavage of catharanthine. The best result is obtained by the use of catalytic quantities of β-lapachone as photosensitizer, which permits the successful control of competition between the back electron transfer, the deprotonation and the fragmentation pathway.

Selective deoxygenation of leurosine: Concise access to anhydrovinblastine

Straightforward access to anhydrovinblastine starting from the parent alkaloid leurosine is reported. The key deoxygenation step was first optimized on a model substrate. However, applied to leurosine, only the low-valent CP2TiCl gave satisfactory results.

PREPARATION OF 15-OXO-16-METHOXYCARBONYL-15,20-DIHYDRO-CLEAVAMINE AND COUPLING REACTION WITH VINDOLINE

Several derivatives of 16-methoxycarbonyl cleavamines oxygenated in position 15 have been prepared and the coupling reaction of 15-oxo 16S-methoxycarbonyl 15,20-dihydro cleavamine with vindoline has been studied.