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【结 构 式】

【分子编号】59663

【品名】4-{[tert-butyl(diphenyl)silyl]oxy}-3-[(methylsulfonyl)amino]phenyl acetate

【CA登记号】

【 分 子 式 】C25H29NO5SSi

【 分 子 量 】483.6605

【元素组成】C 62.08% H 6.04% N 2.9% O 16.54% S 6.63% Si 5.81%

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:(V)

The chiral epoxide (VIII) was prepared as follows. 4-Hydroxy-3-nitroacetophenone (I) was protected as the silyl derivative (II) and then subjected to a Baeyer-Villiger rearrangement to afford the phenol acetate ester (III). Hydrogenation of the nitro group of (III) over Raney nickel provided aniline (IV), which was acylated by methanesulfonyl chloride producing sulfonamide (V). After protection of the sulfonamide NH of (V) with Boc2O, basic hydrolysis of the acetate ester furnished phenol (VI). Mitsunobu coupling between phenol (VI) and (R)-glycidol (VII) led to the glycidyl ether (VIII).

1 Mulvey, R.; Ashwell, M.A.; Solvibile, W.R. Jr.; Han, S.; Tillet, J.; Largis, E.; 4-Aminopiperidine ureas as potent selective agonists of the human beta3-adrenergic receptor. Bioorg Med Chem Lett 2001, 11, 24, 3123.
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) 20626 1-(4-hydroxy-3-nitrophenyl)-1-ethanone 6322-56-1 C8H7NO4 详情 详情
(II) 59660 1-(4-{[tert-butyl(diphenyl)silyl]oxy}-3-nitrophenyl)-1-ethanone C24H25NO4Si 详情 详情
(III) 59661 4-{[tert-butyl(diphenyl)silyl]oxy}-3-nitrophenyl acetate C24H25NO5Si 详情 详情
(IV) 59662 3-amino-4-{[tert-butyl(diphenyl)silyl]oxy}phenyl acetate C24H27NO3Si 详情 详情
(V) 59663 4-{[tert-butyl(diphenyl)silyl]oxy}-3-[(methylsulfonyl)amino]phenyl acetate C25H29NO5SSi 详情 详情
(VI) 59664 tert-butyl 2-{[tert-butyl(diphenyl)silyl]oxy}-5-hydroxyphenyl(methylsulfonyl)carbamate C28H35NO6SSi 详情 详情
(VII) 16206 (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl diphenylphosphinate C29H27N2O8P 详情 详情
(VIII) 59665 tert-butyl 2-{[tert-butyl(diphenyl)silyl]oxy}-5-[(2S)oxiranylmethoxy]phenyl(methylsulfonyl)carbamate C31H39NO7SSi 详情 详情
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