- 7-데아자퓨린 유도체의 합성
- Synthesis of 7-Deazapurine Derivatives
- ㆍ 저자명
- 신관석,남재우,이창규,전종갑
- ㆍ 간행물명
- 약학회지
- ㆍ 권/호정보
- 1993년|37권 3호|pp.228-234 (7 pages)
- ㆍ 발행정보
- 대한약학회
- ㆍ 파일정보
- 정기간행물| PDF텍스트
- ㆍ 주제분야
- 기타
A new series of 7-deazapurine derivatives[7,8] as purine antagonists was prepared. Diethyl 4-cyano-N-(diphenyimethylene)-3-arylglutamate[3] were synthesized by LDA-catalyzed Michael addition of N-(diphenylrnethylene)glycine ethyl ester with (E)-2-cyano-3-arylacrylate. Deprotection yields diethyl 4-cyano-3-arylglutamate, which were easily cyclized to 4-cyano-2-ethoxycarbonyl-5-oxo-3-arylpyrrolidine[4]. The compounds[4] were treated with NaBH$_{4}$ and then with (C$_{2}$H$_{5}$)$_{3}$OBF$_{4}$ to give 4-cyano-5-ethoxy-2H-2-ethoxymethyl-3-aryl-3,4-dihydropyrrole[6], which were converted to 7-aryl-6-amino-8-ethoxymethyl-7,8-dihydro-7(3H, 9H)-deazapurine-2-thione[7] and 7-aryl-2,6-diamino-8-ethoxymethyl-7,8-dihydro-7(9H)-deazapurine[8] with possible activity against neoplastic disease.
Purine antagonistLDA-catalyzed Michael addition4-Cyano-2-ethoxycarbonyl-5-oxo-3-arylpyrrolidine4-Cyano-5-ethoxy-2H-2-ethoxymethyl-3-aryl-34-dihydropyrrole7-Aryl-6-amino-8-ethoxymethyl-78-dihydro-7(3H9H)-deazapurine-2-thione7-Aryl-26-diamino-8-ethoxymethyl-78-dihydro-7(9H)-deazapurineneoplastic disease