Tiaprofenic Acid의 합성

• 영문명: Synthesis of Tiaprofenic Acid
• 발행기관: 대한약학회
• 저자명: 최홍대(Hong Dae Choi)
• 간행물 정보: 『약학회지』제33권 제4호 (1989년), 237~240쪽, 전체 4쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 1989.08.25

영문 초록

A new synthetic method for tiaprofenic acid, which is a potent anti-inflammatory agent, was described. Friedel-Crafts reaction of thiophene with ethyl alpha-chloro-alpha-(methylthio)acetate (1) gave ethyl alpha-methylthio-2-thiopheneacetate (3). Ethyl alpha-methyl-2-thiopheneacetate (5) was prepared by treatment of (3) with NaH and MeI, followed by desulfurization with zinc dust-acetic acid of the resultant ethyl alpha-methyl-alpha-methylthio-2-thiopheneacetate (4). Tiaprofenic acid (7) could be easily synthesized by benzoylation of (5) and hydrolysis of the resultant ethyl 5-benzoyl-alpha-methyl-2-thiopheneacetate (6).

키워드

Tiaprofenic acid anti-inflammatory agent Friedel-Crafts reaction thiphene ethyl a-chlocroa-a-(methylthio) acetate ethyl a-methylthio-2-thiopheneacetate ethyl a-methyl-2-thiopheneacetate desulfurization zinc dust-acetic acid ethyl a-methyl-a-methylthio-2-thipheneacetate benzoylation hydrolysis ethyl 5-benzoyl-a-methyl-2-thiopheneacetate