Dihydrocalanolide A-(+), (+)-Dihydrocalanolide A, NSC-678323, -Drug Synthesis Database

【结构式】

【药物名称】Dihydrocalanolide A-(+), (+)-Dihydrocalanolide A, NSC-678323

【化学名称】(10R,11S,12S)-12-Hydroxy-6,6,10,11-tetramethyl-4-propyl-7,8,11,12-tetrahydro-2H,6H,10H-benzo[1,2-b:3,4-b':5,6-b'']tripyran-2-one

【CA登记号】183904-53-2

【分子式】C₂₂H₂₈O₅

【分子量】372.46546

【开发单位】National Cancer Institute (Originator)

【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Reverse Transcriptase Inhibitors

合成路线1

Calanolide A (I), a compound isolated from the tropical tree Calophyllym lanigerum, was selectively hydrogenated at the 7,8-double bond employing PtO2 poisoned with NH4OH to afford the title compound.

参考文献中间体

【1】 Fuller, R.W.; Cardellina, J.H. II; Boyd, M.R.; McKee, T.C.; Galinis, D.L.; McMahon, J.B.; Gulakowski, R.J.; Structure-activity modifications of the HIV-1 inhibitors (+)-calanolide A and (-)-calanolide B. J Med Chem 1996, 39, 22, 4507.
【2】 Boyd, M.R.; Cardellina, J.H. II; Gustafson, K.R.; McMahon, J.B.; Fuller, R.W.; Cragg, G.M.; Kashman, Y. (US Department of Health & Human Services); Calanolide antiviral cpds., compsns. and uses ther. EP 0633887; JP 1996502948; JP 1996507311; US 5591770; WO 9320082; WO 9428000 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	22412	(10R,11S,12S)-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2,3-h]chromen-2-one		C₂₂H₂₆O₅	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)