(2S)-1-(2,6-dimethylphenoxy)-2-propanol -Drug Synthesis Database

【结构式】

【分子编号】37389

【品名】(2S)-1-(2,6-dimethylphenoxy)-2-propanol

【CA登记号】

【分子式】C₁₁H₁₆O₂

【分子量】180.24684

【元素组成】C 73.3% H 8.95% O 17.75%

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)

The addition reaction of 2,6-dimethylphenol (II) to (S)-2-methyloxirane (I) by means of NaOH in acetonitrile gives (S)-1-(2,6-dimethylphenoxy)-2-propanol (III), which is condensed with phthalimide (IV) by means of DEAD and PPh3 (with inversion of configuration) yielding N-[2-(2,6-dimethylphenoxy)-1(R)-methylethyl]phthalimide (V). Finally, this compound is treated with hydrazine and acetic acid in methanol to eliminate the phthalimido group.

参考文献中间体

合成目标

【1】 Carocci, A.; et al.; Facile entry to (-)-(R)- and (+)-(S)-mexiletine. Chirality 2000, 12, 3, 103.

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)	29268	(2S)-2-methyloxirane	16088-62-3	C₃H₆O	详情	详情
(II)	37388	2,6-dimethylphenol	576-26-1	C₈H₁₀O	详情	详情
(III)	37389	(2S)-1-(2,6-dimethylphenoxy)-2-propanol		C₁₁H₁₆O₂	详情	详情
(IV)	12376	Phthalimide; 1H-Isoindole-1,3(2H)-dione; Isoindole-1,3-dione;Phthalic dicarboximide;Phenylimide;Isoindole-1,3-dione	85-41-6	C₈H₅NO₂	详情	详情
(V)	37390	2-[(1R)-2-(2,6-dimethylphenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione		C₁₉H₁₉NO₃	详情	详情

Extended Information