• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】33963

【品名】2-(benzyloxy)-2-oxoethyl 4-oxopentanoate

【CA登记号】

【 分 子 式 】C14H16O5

【 分 子 量 】264.27804

【元素组成】C 63.63% H 6.1% O 30.27%

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:(IV)

1) By condensation of 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid (II) with benzyl bromoacetate (A) by means of K2CO3 in DMF. 2) By cyclocondensation of a mixture of N-(p-methoxyphenyl)-N-(p-chlorobenzoyl)hydrazine (III) and benzyl levulinate (IV) at 80 C in acetic acid.

1 Boltze, K.; Brendler, O.; Dell, H.-D.; Jacobi, H.; Novel substituted indole compound, process for the preparation and therapeutic compositions containing it.. DE 2234651; ES 416877; FR 2192828; JP 49043970; US 3910952 .
2 Leeson, P.A.; Castaner, J.; Acemetacin. Drugs Fut 1977, 2, 7, 423.
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) 12869 benzyl 2-bromoacetate 5437-45-6 C9H9BrO2 详情 详情
(I) 33962 2-(benzyloxy)-2-oxoethyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate C28H24ClNO6 详情 详情
(II) 22930 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid C19H16ClNO4 详情 详情
(III) 24319 4-chloro-N-(4-methoxyphenyl)benzohydrazide C14H13ClN2O2 详情 详情
(IV) 33963 2-(benzyloxy)-2-oxoethyl 4-oxopentanoate C14H16O5 详情 详情

合成路线2

该中间体在本合成路线中的序号:(IV)

3) The reaction of p-methoxyphenylhydrazine (V) with benzyl levulinate (IV) in acetic acid gives the corresponding hydrazone (VI), which, without isolation, is cyclized to benzyl 5-methoxy-2-methylindole-3-acetoxyacetate (VII) at 80 C in acetic acid. Then this compound is benzoylated with p-chlorobenzoyl chloride (B) by means of NaH in DMF. 4) The hydrazone (VI) can also be benzoylated first giving the corresponding hydrazone (VIII), which is then cyclized at 80 C in acetic acid.

1 Boltze, K.; Brendler, O.; Dell, H.-D.; Jacobi, H.; Novel substituted indole compound, process for the preparation and therapeutic compositions containing it.. DE 2234651; ES 416877; FR 2192828; JP 49043970; US 3910952 .
2 Leeson, P.A.; Castaner, J.; Acemetacin. Drugs Fut 1977, 2, 7, 423.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(B) 10295 p-Chlorobenzoyl chloride; 4-Chlorobenzoyl chloride 122-01-0 C7H4Cl2O 详情 详情
(I) 33962 2-(benzyloxy)-2-oxoethyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate C28H24ClNO6 详情 详情
(IV) 33963 2-(benzyloxy)-2-oxoethyl 4-oxopentanoate C14H16O5 详情 详情
(V) 12688 4-Hydrazinophenyl methyl ether; 1-(4-Methoxyphenyl)hydrazine 3471-32-7 C7H10N2O 详情 详情
(VI) 33964 2-(benzyloxy)-2-oxoethyl 4-[(Z)-2-(4-methoxyphenyl)hydrazono]pentanoate C21H24N2O5 详情 详情
(VII) 33966 2-(benzyloxy)-2-oxoethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate C21H21NO5 详情 详情
(VIII) 33965 2-(benzyloxy)-2-oxoethyl 4-[(Z)-2-(4-chlorobenzoyl)-2-(4-methoxyphenyl)hydrazono]pentanoate C28H27ClN2O6 详情 详情
Extended Information