Photodecarboxylation of N-phthaloyl-.ALPHA.-amino acids

Autor:	Yasuhiko Sato, Yuichi Kanaoka, Hideo Nakai, T. Mizoguchi, Yasumaru Hatanaka, Masazumi Kawanishi
Rok vydání:	1982
Předmět:	chemistry.chemical_classification Chemistry Decarboxylation Yield (chemistry) Drug Discovery Photodissociation Organic chemistry General Chemistry General Medicine Solvent effects Ring (chemistry) Amino acid
Zdroj:	Chemical and Pharmaceutical Bulletin. 30:1263-1270
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.30.1263
Popis:	N-Phthaloylglycine (1a) was irradiated with a high pressure mercury lamp to give N-methylphthalimide (2a) in an excellent yield. N-Phthaloyl derivatives 1b-k of other α-amino acids also afforded the decarboxylated products 2b-k. In the cases of N-phthaloylserine (1l) and di-phthaloylcystine (1m), N-vinylphthalimide (3) was isolated as a major product. On the other hand, N-phthaloylmethionine (11a) and methyl N-phthaloylmethionate (11b) were treated in the same manner to give the aza-thiacycloheptanol derivatives 12a-b having a new ring system. Solvent effects and possible pathways of these reactions were examined.
Databáze:	OpenAIRE
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