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【结 构 式】

【分子编号】35574

【品名】benzyl (3S)-2-oxopyrrolidinylcarbamate

【CA登记号】

【 分 子 式 】C12H14N2O3

【 分 子 量 】234.25484

【元素组成】C 61.53% H 6.02% N 11.96% O 20.49%

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:(XIII)

N-alkylation of (S)-3-(benzyloxycarbonylamino)-2-pyrrolidinone (XIII) with propargyl bromide produced (XIV). Palladium-mediated coupling (XIV) with iodopyridine (X) gave adduct (XV), which was cyclized to the pyrrolopyridine (XVI) by means of DBU. The benzyloxycarbonyl protecting group of (XVI) was removed by transfer catalytic hydrogenolysis with formic acid, and the deprotected amine (XVII) was then condensed with sulfonyl chloride (VII) to furnish sulfonamide (XII). Deprotection of the Boc group of (XII) as above gave rise to the title compound.

1 Choi-Sledeski, Y.M.; Becker, M.R.; Pauls, H.W.; et al.; Azaindole pyrrolidinone inhibitors of factor Xa: SAR, synthesis, and X-ray crystal structure of a novel surrogate for basic P1 moieties. 218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999, Abst MEDI 33.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
11176 3-Bromopropyne; 3-Bromo-1-propyne 106-96-7 C3H3Br 详情 详情
(VII) 29496 thieno[3,2-b]pyridine-2-sulfonyl chloride C7H4ClNO2S2 详情 详情
(X) 35571 tert-butyl 4-iodo-3-pyridinylcarbamate C10H13IN2O2 详情 详情
(XII) 35573 tert-butyl 2-([(3S)-2-oxo-3-[(thieno[3,2-b]pyridin-2-ylsulfonyl)amino]pyrrolidinyl]methyl)-1H-pyrrolo[2,3-c]pyridine-1-carboxylate C24H25N5O5S2 详情 详情
(XIII) 35574 benzyl (3S)-2-oxopyrrolidinylcarbamate C12H14N2O3 详情 详情
(XIV) 35575 benzyl (3S)-2-oxo-1-(2-propynyl)pyrrolidinylcarbamate C15H16N2O3 详情 详情
(XV) 35576 benzyl (3S)-1-(3-[3-[(tert-butoxycarbonyl)amino]-4-pyridinyl]-2-propynyl)-2-oxopyrrolidinylcarbamate C25H28N4O5 详情 详情
(XVI) 35577 tert-butyl 2-[((3S)-3-[[(benzyloxy)carbonyl]amino]-2-oxopyrrolidinyl)methyl]-1H-pyrrolo[2,3-c]pyridine-1-carboxylate C25H28N4O5 详情 详情
(XVII) 35578 tert-butyl 2-[[(3S)-3-amino-2-oxopyrrolidinyl]methyl]-1H-pyrrolo[2,3-c]pyridine-1-carboxylate C17H22N4O3 详情 详情
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