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【结 构 式】

【药物名称】Apomorphine Hydrochloride

【化学名称】(R)-6-methyl-5,6,6a,7-hexahydro-4H-dibenzo[de,g]quinoline-10,11-diol Hydrochloride Hemihydrate

【CA登记号】41372-20-7

【 分 子 式 】C17H17NO2

【 分 子 量 】287.32

【开发单位】Bertek

【药理作用】抗震颤麻痹药

合成路线1

 

1 Ram VJ, Neumeyer JL 1981. Aporphines 35.synthesis of(R)-(一)一and(S)一(+)-apomorphine from thebaine and (+)-BulbocapnineJ Org Cbem, 46. 2831---2833
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) 66081 (4S)-7,9-dimethoxy-3,4-dimethyl-2,3,4,4a-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline   C20H23NO3 详情 详情
(II) 66082 (S)-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,11-diol   C18H19NO3 详情 详情
(III) 66083 (6aS)-6-methyl-3a1,4,5,6,6a,7-hexahydro-3aH-dibenzo[de,g]quinoline-2,10,11-triol 77630-01-4 C17H17NO3 详情 详情
(IV) 66084 1H-Tetrazole,5-chloro-1-phenyl-;1-Phenyl-5-chlorotetrazole;5-Chloro-1-phenyl-1H-tetrazole; 5-Chloro-1-phenyltetrazole;N-Phenyl-5-chlorotetrazole 14210-25-4 C7H5ClN4 详情 详情
(V) 66085 (6aS)-7-methyl-6a,6a1,7,8,9,9a-hexahydro-6H-[1,3]dioxolo[4',5':5,6]benzo[1,2-g]benzo[de]quinoline   C18H17NO2 详情 详情
(VI) 66086 (6aS)-6-methyl-3a1,4,5,6,6a,7-hexahydro-3aH-dibenzo[de,g]quinoline-10,11-diol 58-00-4 C17H17NO2 详情 详情

合成路线2

 

1 Shi XX, Ni F,Shang HX et al.2006. Racemization of(S)一(+)一10,11-dimethoxyaporphine ancl(S)一(+)一 aporphine, efficient preparations of(R)-(-)-apomorphine and(R)一(一)一aporplune via a recycle process of relolution etrahedran Asymm,7(15): 2210-2215
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VII) 66087 (S)-10,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline   C19H21NO2 详情 详情
(VIII) 66088 10,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline   C19H21NO2 详情 详情
(IX) 66089 (2S,3S)-2,3-bis(benzoyloxy)butanedioic acid 17026-42-5 C18H14O8 详情 详情
(X) 66090 (R)-10,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline   C19H21NO2 详情 详情

合成路线3

 

1 Shi XX.NiF.Shang HX,et aL 2005.Prepantion for (R)-(-)-apomorpIune used in merhcines for treating Parkinson disease and ED发明专利申请说明书,CN 1680330
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VIII) 66088 10,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline   C19H21NO2 详情 详情
(IX) 66089 (2S,3S)-2,3-bis(benzoyloxy)butanedioic acid 17026-42-5 C18H14O8 详情 详情
(X) 66090 (R)-10,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline   C19H21NO2 详情 详情
(XI) 66091 1-(chloromethyl)-3,4-dimethoxy-2-nitrobenzene   C9H10ClNO4 详情 详情
(XII) 66092 (1-methylcinnolin-2(1H)-yl)(phenyl)methanone   C16H14N2O 详情 详情
(XIII) 66093 1-(3,4-dimethoxy-2-nitrobenzyl)isoquinoline   C18H16N2O4 详情 详情
(XIV) 66094 1-(3,4-dimethoxy-2-nitrobenzyl)-2-methylisoquinolin-2-ium iodide   C19H19IN2O4 详情 详情
(XV) 66079 1-(3,4-dimethoxy-2-nitrobenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline   C19H22N2O4 详情 详情
(XVI) 66080 2,3-dimethoxy-6-((2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)aniline   C19H24N2O2 详情 详情

合成路线4

 

1 Csutoras C, BerenyiS.Makleit S 1996.Anew and efficient one-pot synthesis of apomorplune and its ring-A halogenated derivatives. Synth Commun, 26 (12)1 2251---2266
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XVII) 66095 (4R,7aS,12bS)-9-methoxy-3,7a-dimethyl-2,3,4,7a-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline   C19H21NO2 详情 详情
Extended Information