-Drug Synthesis Database

【结构式】

【药物名称】

【化学名称】Bis(3,3-dimethylglutaric acid) 3beta,28-dihydroxylup-20(29)-en-3,28-diyl diester
　　　　　　[1R(1alpha,3aalpha,5aalpha,5bbeta,7aalpha,9beta,11aalpha,11balpha,13abeta,13balpha)]-3a-(Hydroxymethyl)-1-isopropenyl-5a,5b,8,8,11a-pentamethylperhydrocyclopenta[a]chrysen-9-ol 3a,9-O-bis(3,3-dimethylglutaric acid monoester)

【CA登记号】209798-85-6

【分子式】C₄₄H₇₀O₈

【分子量】727.0437

【开发单位】Biotech Research Laboratories (Originator), Boston Biomedica (Originator), University of North Carolina (Originator)

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

合成路线1

The target diester was obtained by condensation of betulin (I) with an excess of 3,3-dimethyl glutaric anhydride (II) in the presence of 4-(dimethylamino)pyridine in pyridine at 95 C.

参考文献中间体

【1】 Sun, I.-C.; Wang, H.-K.; Kashiwada, Y.; Shen, J.-K.; Cosentino, L.M.; Chen, C.-H.; Yang, L.-M.; Lee, K.-H.; Anti-AIDS agents. 34. Synthesis and structure-activity relationships of betulin derivatives as anti-HIV agents. J Med Chem 1998, 41, 23, 4648.
【2】 Sun, I.C.; Shen, J.K.; Wang, H.K.; Cosentino, L.M.; Lee, K.H.; Anti-AIDS agents. 32. Synthesis and anti-HIV activity of betulin derivatives. Bioorg Med Chem Lett 1998, 8, 10, 1267-1272.
【3】 Sun, I.-C.; Cosentino, L.M.; Lee, K.-H.; Wang, H.-K. (BBI Biotech Research Laboratories, Inc.; University of North Carolina); Acylated betulin and dihydrobetulin derivs., preparation thereof and use thereof. US 6172110 .

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)	25548	(1R,3aS,5aR,5bR,9S,11aR)-3a-(hydroxymethyl)-1-isopropenyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysen-9-ol	473-98-3	C₃₀H₅₀O₂	详情	详情
(II)	25549	4,4-dimethyldihydro-2H-pyran-2,6(3H)-dione	4160-82-1	C₇H₁₀O₃	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)