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【结 构 式】

【分子编号】56961

【品名】methyl 3-(chlorocarbonyl)-4-quinolinecarboxylate

【CA登记号】

【 分 子 式 】C12H8ClNO3

【 分 子 量 】249.65316

【元素组成】C 57.73% H 3.23% Cl 14.2% N 5.61% O 19.23%

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:(III)

The methanolysis of anhydride (I) with dry refluxing methanol gives the monoester (II), which is treated with COCl2 to yield the acyl chloride (III). The condensation of (III) with indole (IV) by means of ZnCl2/MeMgCl and AlCl3 affords the adduct (V), which is N protected by means of Mom-Cl and NaH in THF to provide the intermediate (VI). The cyclization of (VI) by means of Temda and LiHMDS in THF gives the tetracyclic quinone (VII), which is finally deprotected with hot aq. HCl to provide the target Calothrixin B.

1 Bernardo, P.H.; et al.; A simple and concise route to calothrixin B. Tetrahedron Lett 2002, 43, 16, 2939.
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) 56959 furo[3,4-c]quinoline-1,3-dione C11H5NO3 详情 详情
(II) 56960 4-(methoxycarbonyl)-3-quinolinecarboxylic acid C12H9NO4 详情 详情
(III) 56961 methyl 3-(chlorocarbonyl)-4-quinolinecarboxylate C12H8ClNO3 详情 详情
(IV) 15292 Indole; 1H-indole 120-72-9 C8H7N 详情 详情
(V) 56962 methyl 3-(1H-indol-3-ylcarbonyl)-4-quinolinecarboxylate C20H14N2O3 详情 详情
(VI) 56963 methyl 3-{[1-(methoxymethyl)-1H-indol-3-yl]carbonyl}-4-quinolinecarboxylate C22H18N2O4 详情 详情
(VII) 46800 12-(methoxymethyl)-7H-indolo[3,2-j]phenanthridine-7,13(12H)-dione C21H14N2O3 详情 详情
Extended Information