• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】58820

【品名】allyl 3-[((tert-butoxycarbonyl){4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinyl}amino)methyl]-5-methoxyphenylcarbamate

【CA登记号】

【 分 子 式 】C32H44N4O8

【 分 子 量 】612.72352

【元素组成】C 62.73% H 7.24% N 9.14% O 20.89%

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:(XXIV)

A similar method, but using a different protection strategy, has been reported. 4-Hydroxy-2,6-pyridinedicarboxylic acid (XVIII) was condensed with morpholine (II) to provide, after Fischer esterification, the morpholinopyridine diester (IV). Reduction of (IV) with calcium borohydride furnished hydroxy ester (V). Protection of (V) as the corresponding tetrahydropyranyl ether, followed by ester group saponification, afforded (XIX). Curtius rearrangement of acid (XIX) in the same conditions as above gave carbamate (XX), which was alkylated with benzyl chloride (XXI) yielding (XXII). After reduction of the nitroderivative (XXII) with iron and ammonium chloride, the resultant amine (XXIII) was acylated by allyl chloroformate to produce carbamate (XXIV). Then, acidic treatment removed the tetrahydropyranyl-protecting group to afford alcohol (XIV), which was finally processed as in the above method.

1 Haga, Y.; Tsuchiya, Y.; Mase, T.; et al.; Potent and selective aminopyridine NPY Y1 receptor antagonists. 21st Symp Med Chem (Nov 28 2001, Kyoto) 2001, Abst 2P-38.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(II) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
(IV) 58801 dimethyl 4-(4-morpholinyl)-2,6-pyridinedicarboxylate C13H16N2O5 详情 详情
(V) 58802 ethyl 6-(hydroxymethyl)-4-(4-morpholinyl)-2-pyridinecarboxylate C13H18N2O4 详情 详情
(XIV) 58810 allyl 3-({(tert-butoxycarbonyl)[6-(hydroxymethyl)-4-(4-morpholinyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate C27H36N4O7 详情 详情
(XVIII) 58814 4-hydroxy-2,6-pyridinedicarboxylic acid C7H5NO5 详情 详情
(XIX) 58815 4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinecarboxylic acid C16H22N2O5 详情 详情
(XX) 58816 tert-butyl 4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinylcarbamate C20H31N3O5 详情 详情
(XXI) 58817 3-(chloromethyl)-5-nitrophenyl methyl ether; 1-(chloromethyl)-3-methoxy-5-nitrobenzene C8H8ClNO3 详情 详情
(XXII) 58818 tert-butyl 3-methoxy-5-nitrobenzyl{4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinyl}carbamate C28H38N4O8 详情 详情
(XXIII) 58819 tert-butyl 3-amino-5-methoxybenzyl{4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinyl}carbamate C28H40N4O6 详情 详情
(XXIV) 58820 allyl 3-[((tert-butoxycarbonyl){4-(4-morpholinyl)-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-pyridinyl}amino)methyl]-5-methoxyphenylcarbamate C32H44N4O8 详情 详情
Extended Information