(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium bromide -Drug Synthesis Database

【结构式】

【分子编号】67282

【品名】(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium bromide

【CA登记号】　

【分子式】C₂₁H₂₇BrNO₄

【分子量】437.354

【元素组成】C 57.67% H 6.22% Br 18.27% N 3.20% O 14.63%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(VII)

参考文献中间体

合成目标

【1】 Dlubala A. 2008. Process for preparing N-alkylnaltrexone halides. WO 2008034973.
【2】 Ninan A, Sainsbury M. 1993. An improved synthesis of noroxymorphone. Tetrahedron, 48(32): 6709～6716.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	67277	(4S,4aR,7aR,12bR)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one hydrochloride	C₁₆H₁₇NO₄.HCl	详情	详情
(II)	37822	(1S,5R,13R,17R)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10-trien-14-one	C₂₀H₂₃NO₄	详情	详情
(III)	67278	(4S,4aR,7aS,12bR)-9-(benzyloxy)-3-(cyclopropylmethyl)-4a-hydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one	C₂₇H₃₀NO₄	详情	详情
(IV)	67279	(4S,4aR,7aS,12bR)-9-(benzyloxy)-3-(cyclopropylmethyl)-4a-hydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium	C₂₈H₃₂NO₄	详情	详情
(V)	67280	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium	C₂₁H₂₆NO₄	详情	详情
(VI)	67281	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a-hydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-9-olate	C₂₁H₂₅NO₄	详情	详情
(VII)	67282	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium bromide	C₂₁H₂₇BrNO₄	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

参考文献中间体

合成目标

【1】 Doshan HD, Perez J. 2006. Synthesis of (R)-N-methylnaltrexone. WO 2006127899.

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)	25079	(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10-trien-14-one; Naltrexone	16590-41-3	C₂₀H₂₃NO₄	详情	详情
(II)	67283	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a-hydroxy-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl isobutyrate		C₂₄H₂₉NO₅	详情	详情
(III)	67284	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a-hydroxy-9-(isobutyryloxy)-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium iodide		C₂₅H₃₂INO₅	详情	详情
(IV)	67282	(4S,4aR,7aS,12bR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium bromide		C₂₁H₂₇BrNO₄	详情	详情

Extended Information