[4-(bromomethyl)phenyl]methanol -Drug Synthesis Database

【结构式】

【分子编号】46253

【品名】[4-(bromomethyl)phenyl]methanol

【CA登记号】

【分子式】C₈H₉BrO

【分子量】201.06286

【元素组成】C 47.79% H 4.51% Br 39.74% O 7.96%

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：(X)

The intermediate benzyl chloride (VII) is obtained as follows: The reduction of 4-(bromomethyl)benzoic acid methyl ester (IX) with DIBAL in dichloromethane gives 4-(bromomethyl)benzyl alcohol (X), which is condensed with sulfamide (XI) (obtained by sulfonation of 2-(aminomethyl)pyridine (XII) with sulfonyl chloride (II) and TEA), by means of K2CO3 in dichloromethane, yielding the disubstituted sulfamide (XIII). Finally, the hydroxymethyl group of (XIII) is treated with MsCl and TEA in refluxing dichloromethane to afford the target benzyl chloride (VII).

参考文献中间体

合成目标

【1】 Bogucki, D.E.; Boehringer, E.M.; Wang, Z.; Bridger, G.J.; Schols, D.; Skerlj, R.T. (AnorMED Inc.); Antiviral macrocyclic cpds.. EP 1095031; WO 0002870 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(II)	32624	2-Nitrobenzenesulfonyl chloride	1694-92-4	C₆H₄ClNO₄S	详情	详情
(VII)	46251	N-[4-(chloromethyl)benzyl]-2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide		C₂₀H₁₈ClN₃O₄S	详情	详情
(IX)	14565	methyl 4-(bromomethyl)benzoate	2417-72-3	C₉H₉BrO₂	详情	详情
(X)	46253	[4-(bromomethyl)phenyl]methanol		C₈H₉BrO	详情	详情
(XI)	46254	2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide		C₁₂H₁₁N₃O₄S	详情	详情
(XII)	13582	2-Pyridinylmethanamine; 2-Pyridinylmethylamine; 2-(Aminomethyl)pyridine	3731-51-9	C₆H₈N₂	详情	详情
(XIII)	46255	N-[4-(hydroxymethyl)benzyl]-2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide		C₂₀H₁₉N₃O₅S	详情	详情

Extended Information