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【结 构 式】

【分子编号】28193

【品名】(3aR,4R,5R,6aS)-4-[(E,3R)-5-ethoxy-3-hydroxy-4,4-dimethyl-1-pentenyl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate

【CA登记号】

【 分 子 式 】C29H34O6

【 分 子 量 】478.58536

【元素组成】C 72.78% H 7.16% O 20.06%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(XIb)

Synthesis of intermediate (XII). Ring cleavage and rearrangement of compound (VIII) affords enone (IXa) with an unprotected hydroxyl group. By stereoselective reduction of (IXa), diol (XIa) is obtained, which is finally protected by DHP to obtain intermediate (XII).

1 Jahne, G.; Wess, G.; Bartmann, W.; Beck, G.; Lerch, U.; Liebigs Ann Chem 1987, 321-326.
2 Peel, R.; Sutherland, J.K.; Beeley, N.R.A.; Tetrahedron 1981, 37, 411.
3 Beck, G.; Dimoxaprost. Drugs Fut 1987, 12, 12, 1101.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 13684 3,4-Dihydro-2H-pyran;2,3-Dihydro-4H-pyran; 5,6-Dihydro-4H-pyran;Dihydropyran 110-87-2 C5H8O 详情 详情
(IXa) 28189 (3aR,4R,5R,6aS)-4-[(E)-5-ethoxy-4,4-dimethyl-3-oxo-1-pentenyl]-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one C16H24O5 详情 详情
(IXb) 28190 (3aR,4R,5R,6aS)-4-[(E)-5-ethoxy-4,4-dimethyl-3-oxo-1-pentenyl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate C29H32O6 详情 详情
(XIa) 28192 (3aR,4R,5R,6aS)-4-[(E,3R)-5-ethoxy-3-hydroxy-4,4-dimethyl-1-pentenyl]-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one C16H26O5 详情 详情
(XIb) 28193 (3aR,4R,5R,6aS)-4-[(E,3R)-5-ethoxy-3-hydroxy-4,4-dimethyl-1-pentenyl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate C29H34O6 详情 详情
(VIII) 28188 6-chloro-8-[(E)-5-ethoxy-4,4-dimethyl-3-oxo-1-pentenyl]-2-oxabicyclo[3.2.1]octan-3-one C16H23ClO4 详情 详情
(X) 28191 2,6-Di-tert-butyl-4-methylphenol diisobutylaluminum salt C23H41AlO 详情 详情
(XII) 28194 (3aR,4R,5R,6aS)-4-[(E,3R)-5-ethoxy-4,4-dimethyl-3-(tetrahydro-2H-pyran-2-yloxy)-1-pentenyl]-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one C26H42O7 详情 详情
Extended Information