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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 32, Number 6
JKCSEZ 32(6)
December 20, 1988 

Synthesis of (±)-γ-Rhodomycinone and 10-Deoxy-γ-rhodomycinone, Aglycone of Antitumor Antibiotic Rhodomycin(Ⅱ)

항암항생제 Rhodomycin의 Aglycone인 (±)-γ-Rhodomycinone과 10-Deoxy-γ-rhodomycinone의 합성 (제 2 보)
In Ho Cho, Jin Soon Chung, Young S. Rho, R. P. Rhee

조인호, 정진순, 노영소
항암항생제 Rhodomycin(2)의 합성단계 최종물질인 (±)-γ-Rhodomycinone(4) 과 10-Deoxy-γ-rhodomycinone(5)이 9-ethyl-9,10-epoxy-4,6, 11-trihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione(10)의 epoxide ring 쪼개짐으로부터 만들어졌고, epoxide 10은 Hauser-Rhee가 개발한 고리접합법을 이용해서 만든 9-acetyl-4,5,6,11,12-pentamethoxy-7,8-dihydronaphthacene(6)으로 부터 얻었다.

(±)-γ-Rhodomycinone(4) and 10-Deoxy-γ-rhodomycinone(5), late-stage Precursors of the alglycone of antitumor antibiotic Rhodomycin(2) were prepared from the cleavage of epoxide ring of 9-ethyl-9,10-epoxy-4,6, 11-trihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione(10). The epoxide 10 was furnished from 9-acetyl-4,5,6,11,12-pentamethoxy-7,8-dihydronaphthacene(6), which was assembled utilizing ring annelation methodology developed by Hauser-Rhee.

575 - 580
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