Pimecrolimus, ASM-998, ASM-981, SDZ-ASM-981, Elidel
吡美莫司Chemical Name: [1R,9S,12S(1'R,3'R,4'S),13R,14S,17R,21S,23S,24R,25S,27R]-12-[2-(4-Chloro-3-methoxycyclohexyl)-1(E)-methylvinyl]-17-ethyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18(E)-ene-2,3,10,16-tetraone; [3S(1'R,3'R,4'S),4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS]-3-[2-(4-Chloro-3-methoxycyclohexyl)-1(E)-methylvinyl]-15,19-epoxy-8-ethyl-15,19-dihydroxy-14,16-dimethoxy-4,10,12,18-tetramethyl-1,4,5,6,7,8,11,12,13,14,15,16,17,18,19,20,21,23,24,25,26,26a-docosahydro-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21-tetraone
CAS No. 137071-32-0
项目整合开发状态: Launched-2002
项目研究机构: Novartis (Originator), Avantec Vascular (Licensee)
合成路线:The silylation of the known compound FK-520 by means of tert-butyldimethylsilyl chloride (TBDMS-Cl) and imidazole in DMF gives the disilylated compound (II),which is selectively monodesilylated by means of 40% HF in acetonitrile for 2 h at 0 C yielding the monosilylated compound (III).The chlorination of (III) by means of triphenylphosphine in refluxing CCl4 gives the chloro derivative (IV),which is finally desilylated with 40% HF in acetonitrile at room temperature.
📌 参考资料/链接：
参考文献标题:Tricyclo cpds.,a process for their production and pharmaceutical compsn.containing the same
文献作者:Okuhara,M.; Tanaka,H.; Goto,T.; Kino,T.; Hatanaka,H.(Fujisawa Pharmaceutical Co.,Ltd.)
参考来源:AU 8550596; EP 0184162; JP 1991072483; JP 1991072484; JP 1995224066; JP 1999012281; JP 1999343294; US 4894366; US 4929611; US 4956352; US 5110811; US 5254562; US 5266692; US 5565559
📄 详细内容
合成路线:The silylation of the known compound FK-520 by means of tert-butyldimethylsilyl chloride (TBDMS-Cl) and imidazole in DMF gives the disilylated compound (II),which is selectively monodesilylated by means of 40% HF in acetonitrile for 2 h at 0 C yielding the monosilylated compound (III).The chlorination of (III) by means of triphenylphosphine in refluxing CCl4 gives the chloro derivative (IV),which is finally desilylated with 40% HF in acetonitrile at room temperature.
参考文献标题:Heteroatoms-containing tricyclic cpds
文献作者:Baumann,K.; Emmer,G.(Novartis AG; Novartis Deutschland GmbH)
参考来源:AU 9165843; EP 0427680; JP 1991223291; US 5352671; US 5912238
合成路线:The silylation of the known compound FK-520 by means of tert-butyldimethylsilyl chloride (TBDMS-Cl) and imidazole in DMF gives the disilylated compound (II),which is selectively monodesilylated by means of 40% HF in acetonitrile for 2 h at 0 C yielding the monosilylated compound (III).The chlorination of (III) by means of triphenylphosphine in refluxing CCl4 gives the chloro derivative (IV),which is finally desilylated with 40% HF in acetonitrile at room temperature.
参考文献标题:SDZ-ASM-981
文献作者:Graul,A.; Castar,J.
参考来源:Drugs Fut 1998,23(5),508
产品链接: CAS No. 137071-32-0››