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【结 构 式】

【分子编号】26922

【品名】methyl (1S,4aS,10aR)-6-methoxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-1-phenanthrenecarboxylate

【CA登记号】

【 分 子 式 】C19H26O3

【 分 子 量 】302.41364

【元素组成】C 75.46% H 8.67% O 15.87%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(II)

The methylation of podocarpic acid (I) (J Org Chem 1974, 39: 1968) gives methyl O-methylpodocarpate (II), which is oxidized with CrO3 in acetic acid.

1 Hornback, W.J.; Munroe, J.E. (Eli Lilly and Company); Anti-viral cpds.. EP 0806408; JP 2000510468; WO 9741822 .
2 Hornback, W.J.; Mauldin, S.C.; Munroe, J.E. (Eli Lilly and Company); Anti-viral cpds.. EP 0806411; JP 2000510464; WO 9742154 .
3 Colacino, J.M.; Hornback, W.J.; Mauldin, S.C.; Munroe, J.E.; Tang, J.C.-C. (Eli Lilly and Company); Anti-viral method. WO 9741849 .
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) 26921 (1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-1-phenanthrenecarboxylic acid 5947-49-9 C17H22O3 详情 详情
(II) 26922 methyl (1S,4aS,10aR)-6-methoxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-1-phenanthrenecarboxylate C19H26O3 详情 详情

合成路线2

该中间体在本合成路线中的序号:(I)

The oxidation of methyl O-methylpodocarpate (I) with chromium trioxide produced ketone (II). This was then condensed with 1-amino-4-methylpiperazine (III) to yield the title hydrazone.

1 Sachs, R.K.; Hornback, W.J.; Tang, J.; Munroe, J.E.; In vitro and in vivo activity of a series of influenza A inhibitors derived from podocarpic acid. 39th Intersci Conf Antimicrob Agents Chemother (Sept 26 1999, San Francisco) 1999, Abst F950.
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) 26922 methyl (1S,4aS,10aR)-6-methoxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-1-phenanthrenecarboxylate C19H26O3 详情 详情
(II) 40654 methyl (1S,4aS)-6-methoxy-1,4a-dimethyl-9-oxo-1,2,3,4,4a,9,10,10a-octahydro-1-phenanthrenecarboxylate C19H24O4 详情 详情
(III) 40655 4-Methyl-1-piperazinamine; 1-Amino-4-methylpiperazine; 4-Methyl-1-piperazinylamine 6928-85-4 C5H13N3 详情 详情
Extended Information