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【结 构 式】

【分子编号】24328

【品名】(2R,3S,4S,5R,6S)-2-(aminomethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

【CA登记号】

【 分 子 式 】C7H15NO5

【 分 子 量 】193.19984

【元素组成】C 43.52% H 7.83% N 7.25% O 41.41%

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)

1) By condensation of methyl 6-amino-6-deoxy-alpha-D-glucopyranoside (I) with 2-nitrophenyl N-(2-chloroethyl)-N-nitrosocarbamate (II) in THF / methanol. The 2-cyanophenyl ester analogue of compound (II) can also be used.

1 Kimura, G. (Tokyo Tanabe Co., Ltd.); Process for producing glucopyranose-nitrosourea cpds. and novel cpds. included therein. US 4156777 .
2 Kimura, G.; Irie, K.; Kamibayashi, M.; Sekine, J.; Nagamatsu, T.; Ueno, S. (Tokyo Tanabe Co., Ltd.); Process for manufacturing chloroethylnitrosourea derivs. of alkylglucopyranose. JP 77151125; JP 804760 .
3 Prous, J.; Castaner, J.; Ranimustine. Drugs Fut 1986, 11, 9, 762.
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) 24328 (2R,3S,4S,5R,6S)-2-(aminomethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol C7H15NO5 详情 详情
(II) 24329 2-nitrophenyl 1-(2-chloroethyl)-2-oxo-1-hydrazinecarboxylate C9H8ClN3O5 详情 详情

合成路线2

该中间体在本合成路线中的序号:(I)

2) The condensation of compound (I) with 2-chloroethyl isocyanate (III) by means of silver carbonate in acetonitrile water gives methyl 6-[[-(2-chloroethyl) amino]carbonylamino]-6-deoxy-alpha-D-glucopyranoside (IV), which is then nitrosated with NaNO2 in aqueous acetic acid

1 Kimura, G.; Sekine, J. (Tokyo Tanabe Co., Ltd.); Alkyl amino-glucopyranoside derivative and process for producing the same. CA 1044228; CH 610334; DE 2530416; FR 2276828; GB 1499760; JP 7606925; JP 77125126; JP 7797915; NL 7507973 .
2 Prous, J.; Castaner, J.; Ranimustine. Drugs Fut 1986, 11, 9, 762.
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) 24328 (2R,3S,4S,5R,6S)-2-(aminomethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol C7H15NO5 详情 详情
(III) 11237 1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate 1943-83-5 C3H4ClNO 详情 详情
(IV) 24332 N-(2-chloroethyl)-N'-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxytetrahydro-2H-pyran-2-yl]methyl]urea C10H19ClN2O6 详情 详情
Extended Information