(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-5-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】40151

【品名】(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-5-carboxylic acid

【CA登记号】

【分子式】C₂₄H₃₃NO₄

【分子量】399.53036

【元素组成】C 72.15% H 8.33% N 3.51% O 16.02%

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：(II)

The reaction of maleopimaric acid (I) with aqueous ammonia and heating at 170 C gives maleopimarimide (II), which by reaction with oxalyl chloride in benzene is converted into the corresponding acyl chloride (III). The reaction of (III) with morpholine (A) in benzene yields maleopimarimidyl morpholide (IV), which is finally condensed with ethanolamine (B) in refluxing methanol.

参考文献中间体

合成目标

【1】 Danswan, G.W.; Ramm, P.J.; Matharu, S.; Taylor, J.B.; hepatoprotective agents. II. Maleopimaridyl morpholides. Arzneim-Forsch Drug Res 1976, 26, 12, 2190-92.
【2】 Thorpe, P.; Castaner, J.; RU 18492. Drugs Fut 1977, 2, 9, 623.

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)	10259	Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol	141-43-5	C₂H₇NO	详情	详情
(A)	10388	Morpholine	110-91-8	C₄H₉NO	详情	详情
(I)	40150	(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-oxapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-5-carboxylic acid		C₂₄H₃₂O₅	详情	详情
(II)	40151	(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-5-carboxylic acid		C₂₄H₃₃NO₄	详情	详情
(III)	40152	(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-5-carbonyl chloride		C₂₄H₃₂ClNO₃	详情	详情
(IV)	40153	(1S,4R,5R,9R,10R,12R,13R,17R)-19-isopropyl-5,9-dimethyl-5-(4-morpholinylcarbonyl)-15-azapentacyclo[10.5.2.0(1,10).0(4,9).0(13,17)]nonadec-18-ene-14,16-dione		C₂₈H₄₀N₂O₄	详情	详情

Extended Information