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【结 构 式】

【分子编号】38024

【品名】2-diazo-1-(2-naphthyl)-1-ethanone

【CA登记号】

【 分 子 式 】C12H8N2O

【 分 子 量 】196.2084

【元素组成】C 73.46% H 4.11% N 14.28% O 8.15%

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:(II)

The condensation of the 32-OH of ascomycin (I) with the diazoketone (II) by means of a Rh catalyst gives the addition product (III), which is silylated at the 24-OH with TES-Cl yielding the silyl ether (IV). The reduction of the new carbonyl group of (IV) with the chiral reducing agent (S)-OAB/BH3 and TEA affords the silylated target compound (V), which is finally treated with HCl to eliminate the TES- group.

1 Nelson, T.D.; et al.; Rhodium-carbenoid-mediated intermolecular O-H insertion reactions: A dramatic additive effect. Application in the synthesis of an ascomycin derivative. Tetrahedron Lett 2000, 41, 12, 1877.
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) 14951 (1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-17-ethyl-1,14-dihydroxy-12-[(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0(4,9)]octacos-18-ene-2,3,10,16-tetron C43H69NO12 详情 详情
(II) 38024 2-diazo-1-(2-naphthyl)-1-ethanone C12H8N2O 详情 详情
(III) 38025   C55H77NO13 详情 详情
(IV) 38026   C61H91NO13Si 详情 详情
(V) 38027   C61H93NO13Si 详情 详情
Extended Information