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【结 构 式】

【分子编号】25290

【品名】1-(5-chloro-2-pyridinyl)piperazine

【CA登记号】

【 分 子 式 】C9H12ClN3

【 分 子 量 】197.6672

【元素组成】C 54.69% H 6.12% Cl 17.94% N 21.26%

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)

Treatment of D-valine methyl ester (I) with chlorosulfonic acid and then with phosphorus pentachloride produced valinesulfamoyl cloride (II). This was condensed with N-(5-chloro-2-pyridinyl)piperazine (III) to afford sulfamide (IV). Basic hydrolysis of the methyl ester of (IV) gave carboxylic acid (V), which was further converted to acid chloride (VI) using oxalyl chloride in the presence of DMF. Finally, the title hydroxamic acid was obtained by condensation with N,O-bis(trimethylsilyl)hydroxylamine, followed by desilylation with MeOH.

1 Castelhano, A.L.; Hendricks, R.T.; Melnick, M.J.; Campbell, J.A.; Walker, K.A.M.; Broka, C.A.; Chen, J.J. (Agouron Pharmaceuticals, Inc.; F. Hoffmann-La Roche AG); Sulfamide-metalloprotease inhibitors. DE 19802350; EP 0958287; US 5998412; WO 9832748 .
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) 16613 methyl (2S)-2-amino-3-methylbutanoate C6H13NO2 详情 详情
(II) 25289 methyl (2R)-2-[(chlorosulfonyl)amino]-3-methylbutanoate C6H12ClNO4S 详情 详情
(III) 25290 1-(5-chloro-2-pyridinyl)piperazine C9H12ClN3 详情 详情
(IV) 25291 methyl (2R)-2-([[4-(5-chloro-2-pyridinyl)-1-piperazinyl]sulfonyl]amino)-3-methylbutanoate C15H23ClN4O4S 详情 详情
(V) 25292 (2R)-2-([[4-(5-chloro-2-pyridinyl)-1-piperazinyl]sulfonyl]amino)-3-methylbutyric acid C14H21ClN4O4S 详情 详情
(VI) 25293 (2R)-2-([[4-(5-chloro-2-pyridinyl)-1-piperazinyl]sulfonyl]amino)-3-methylbutanoyl chloride C14H20Cl2N4O3S 详情 详情
Extended Information