2,6-dimethoxy-4-methylphenol -Drug Synthesis Database

【结构式】

【分子编号】47212

【品名】2,6-dimethoxy-4-methylphenol

【CA登记号】

【分子式】C₉H₁₂O₃

【分子量】168.19248

【元素组成】C 64.27% H 7.19% O 28.54%

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：(I)

Treatment of 2,6-dimethoxy-4-methylphenol (I) with 2-bromobutyryl bromide (II) and Et3N in dichloromethane provides 2,6-dimethoxy-4-methylphenyl ester (III), which is converted into the target product by reaction with bis(2-methoxyethyl)amine (IV) and Et3N in refluxing toluene. The target (R)-enantiomer is isolated by resolution of the racemic amino ester by either enantiospecific enzyme hydrolysis of the corresponding (S)-isomer or by means of chiral HPLC.

参考文献中间体

合成目标

【1】 Bennett, D.J.; Belelli, D.; Anderson, A.; et al.; alpha-Amino acid phenolic ester derivatives: Novel water-soluble general anesthetic agents which allosterically modulate GABAA receptors. J Med Chem 2001, 44, 22, 3582.
【2】 Hamilton, N.M. (Akzo Nobel N.V.); alpha-Amino acid phenyl ester derivs.. EP 1098871; WO 0005196 .

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)	47212	2,6-dimethoxy-4-methylphenol		C₉H₁₂O₃	详情	详情
(II)	47213	2-bromobutanoyl bromide	26074-52-2	C₄H₆Br₂O	详情	详情
(III)	47214	2,6-dimethoxy-4-methylphenyl 2-bromobutanoate		C₁₃H₁₇BrO₄	详情	详情
(IV)	23785	N,N-bis(2-methoxyethyl)amine; 2-methoxy-N-(2-methoxyethyl)-1-ethanamine	111-95-5	C₆H₁₅NO₂	详情	详情
(V)	56452	2,6-dimethoxy-4-methylphenyl 2-[bis(2-methoxyethyl)amino]butanoate		C₁₉H₃₁NO₆	详情	详情

Extended Information