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【结 构 式】

【分子编号】12964

【品名】3-[1-(Dimethylamino)ethyl]phenol

【CA登记号】

【 分 子 式 】C10H15NO

【 分 子 量 】165.23524

【元素组成】C 72.69% H 9.15% N 8.48% O 9.68%

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:(I)

Reaction of 3-[1-(dimethylamino)ethyl]phenol (I) with N-ethyl-N-methylcarbamoyl chloride (II) and sodium hydride in tetrahydrofuran gives racemic N-ethyl-N-methylcarbamic acid 3-[1-(dimethylamino)ethyl]phenyl ester (III), which is resolved by recrystallization with (+)-D-di-O,O'-(p-toluoyl)tartaric acid in methanol followed by treatment with base.

1 Enz, A. (Novartis Deutschland GmbH); Phenylcarbamate. AU 8812554; BE 1001467; CH 675720; DE 3805744; FR 2611707; GB 2203040; JP 1988238054; JP 1997118617; JP 1997165362 .
2 Amstutz, R.; Walkinshaw, M.; Marzi, M.; Enz, A.; Boelsterli, J.; Cyclic phenyl-carbamates of the myotin-type and their action on acetylcholinesterase. Helv Chim Acta 1990, 73, 739-53.
3 Rabasseda, X.; Castaner, J.; Prous, J.; SDZ-ENA-713. Drugs Fut 1994, 19, 7, 656.
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) 12964 3-[1-(Dimethylamino)ethyl]phenol C10H15NO 详情 详情
(II) 12965 1-[(Chlorocarbonyl)(methyl)amino]ethane 42252-34-6 C4H8ClNO 详情 详情
(III) 12966 3-[1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate C14H22N2O2 详情 详情

合成路线2

该中间体在本合成路线中的序号:(II)

 

1 Jaweed M, Siddiqui M, Upadhye BK, et al. 2007. Process for preparing enantiomerically pure rivastigmine. W0 2007026373
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) 25331 3-hydroxyacetophenone; 1-(3-hydroxyphenyl)-1-ethanone 121-71-1 C8H8O2 详情 详情
(II) 12964 3-[1-(Dimethylamino)ethyl]phenol C10H15NO 详情 详情
(III) 12966 3-[1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate C14H22N2O2 详情 详情
(IV) 66627 2,3-bis((4-methylbenzoyl)oxy)succinic acid mixtures   C20H18O8 详情 详情
Extended Information