✦ LIBER ✦

Synthesis of 14C-labeled bunolol

✍ Scribed by Edward J. Merrill

Publisher: John Wiley and Sons
Year: 1971
Tongue: English
Weight: 385 KB
Volume: 60
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600601039

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✦ Synopsis

Ring-labeled bunolol, df -5 -[3 -(tertbutylamino) -2-hydroxypropoxyJ-3,Cdihydro-l(2ti)-naphthalenone-l-~4C, was synthesized in several steps by initially allowing 3-phenylpropylmag-lJ4C acid was cyclized to a-tetralone-lJ4C. The ring was then oxidized and opened to 4-(2-hydroxyphenyl)butyri~l-~~C acid, which, when recyclized, gave 5-hydroxytetra1one-l-l4C The 5-hydroxytetralone-1-14C was allowed to react, sequentially, with epichlorohydrin, terz-butylamine, and gaseous hydrogen chloride to give bunolol hydrochloride. After purification, a number of physical tests established the chemical and radiochemical purity of this material.

Keyphrases

Bunolol, 14C-labeled-synthesis df-5-[3-(zert-Butylamino)-2-hydroxypropoxy]-3,4-dihydro-l( 2H)naphthalenonel-14C (bunololtsynthesis nesium bromide to react with 14C02. The resulting Cphenylbutyric-

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