- Tiaprofenic Acid의 합성
- Synthesis of Tiaprofenic Acid
- ㆍ 저자명
- 최홍대,Choi. Hong-Dae
- ㆍ 간행물명
- 약학회지
- ㆍ 권/호정보
- 1989년|33권 4호|pp.237-240 (4 pages)
- ㆍ 발행정보
- 대한약학회
- ㆍ 파일정보
- 정기간행물| PDF텍스트
- ㆍ 주제분야
- 기타
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).
Tiaprofenic acidanti-inflammatory agentFriedel-Crafts reactionthipheneethyl ${alpha}-chlocro-{alpha}-(methylthio)$ acetateethyl ${alpha}-methylthio-2-thiopheneacetate$ethyl ${alpha}-methyl-2-thiopheneacetate$desulfurizationzinc dust-acetic acidethyl ${alpha}-methyl-{alpha}-methylthio-2-thiopheneacetate$benzoylationhydrolysisethyl $5-benzoyl-{alpha}-methyl-2-thiopheneacetate$