2-(1-naphthyl)ethyl acetate -Drug Synthesis Database

【结构式】

【分子编号】30126

【品名】2-(1-naphthyl)ethyl acetate

【CA登记号】

【分子式】C₁₄H₁₄O₂

【分子量】214.26396

【元素组成】C 78.48% H 6.59% O 14.93%

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：(IX)

An alternative procedure starting from 2-(1-naphthyl)ethyl acetate (IX) consisted of sulfonation, followed by treatment of the resulting sulfonate salt (X) with SOCl2 and DMF to yield sulfonyl chloride (XI). Nitration of (XI) at -20 C produced a mixture of nitro derivatives, from which the major isomer (XII) was isolated by crystallization. Subsequent reaction of (XII) with methanolic ammo-nia gave nitro sulfonamide (XIII), which was cyclized in the presence of Cs2CO3 to afford the naphthosultam (VII).

参考文献中间体

合成目标

【1】 Wilkening, R.R.; Wildonger, K.J.; Ratcliffe, R.W.; et al.; Synthesis and evaluation of anti-MRSA 1beta-methyl-2-(naphthosultamyl) methyl-carbapenems: Discovery of L-786,392. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-32.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VII)	30123	6-(2-hydroxyethyl)-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione	C₁₂H₁₁NO₃S	详情	详情
(IX)	30126	2-(1-naphthyl)ethyl acetate	C₁₄H₁₄O₂	详情	详情
(X)	30127	potassium 4-[2-(acetoxy)ethyl]-1-naphthalenesulfonate	C₁₄H₁₃KO₅S	详情	详情
(XI)	30128	2-[4-(chlorosulfonyl)-1-naphthyl]ethyl acetate	C₁₄H₁₃ClO₄S	详情	详情
(XII)	30129	2-[4-(chlorosulfonyl)-5-nitro-1-naphthyl]ethyl acetate	C₁₄H₁₂ClNO₆S	详情	详情
(XIII)	30130	4-(2-hydroxyethyl)-8-nitro-1-naphthalenesulfonyl chloride	C₁₂H₁₀ClNO₅S	详情	详情

Extended Information