{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T19:41:10Z","timestamp":1760298070737},"reference-count":25,"publisher":"CLOCKSS Archive","issue":"7","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["HETEROCYCLES"],"published-print":{"date-parts":[[2002]]},"DOI":"10.3987\/com-02-9512","type":"journal-article","created":{"date-parts":[[2009,3,9]],"date-time":"2009-03-09T01:54:48Z","timestamp":1236563688000},"page":"1235","source":"Crossref","is-referenced-by-count":15,"title":["Preparatory Study for the Synthesis of the Marine Sponge Alkaloids Asmarines A-F: Synthesis of Their Heterocyclic Portions"],"prefix":"10.13030","volume":"57","author":[{"given":"Masashi","family":"Ohba","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Takahiro","family":"Tashiro","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"5187","reference":[{"key":"10.3987\/COM-02-9512-1","doi-asserted-by":"crossref","unstructured":"1. For a review on the purine alkaloids, see: Atta-ur-Rahman and M. I. Choudhary, \u2018The Alkaloids,\u2019 Vol. 38, ed. by A. Brossi, Academic Press, New York, 1990, pp. 225—323.","DOI":"10.1016\/S0099-9598(08)60240-0"},{"key":"#cr-split#-10.3987\/COM-02-9512-2.1","doi-asserted-by":"crossref","unstructured":"(a) T. Yosief, A. Rudi, Z. Stein, I. Goldberg, G. M. D. Gravalos, M. Schleyer, and Y. Kashman, Tetrahedron Lett., 1998, 39, 3323;","DOI":"10.1016\/S0040-4039(98)00481-X"},{"key":"#cr-split#-10.3987\/COM-02-9512-2.2","doi-asserted-by":"crossref","unstructured":"(b) T. Yosief, A. Rudi, and Y. Kashman, J. Nat. Prod., 2000, 63, 299.","DOI":"10.1021\/np9902690"},{"key":"#cr-split#-10.3987\/COM-02-9512-3.1","doi-asserted-by":"crossref","unstructured":"(a) M. Ohba, N. Kawase, T. Fujii, K. Aoe, K. Okamura, R. Fathi-Afshar, and T. M. 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It is known that amination of 6-chloro-9-(2-tetrahydropyranyl)purine with \u03b1,\u03b1-dimethylallylamine, a sterically congested amine possessing an adjacent quarternary carbon like asmarines, provides 6-(\u03b1,\u03b1-dimethyl-allylamino-9-(2-tetrahydropyranyl)purine.13"},{"key":"#cr-split#-10.3987\/COM-02-9512-6.1","doi-asserted-by":"crossref","unstructured":"(a) J. A. Montgomery and C. Temple, Jr., J. Am. Chem. Soc., 1961, 83, 630;","DOI":"10.1021\/ja01464a031"},{"key":"#cr-split#-10.3987\/COM-02-9512-6.2","doi-asserted-by":"crossref","unstructured":"(b) G. B. Elion, J. Org. Chem., 1962, 27, 2478;","DOI":"10.1021\/jo01054a045"},{"key":"#cr-split#-10.3987\/COM-02-9512-6.3","doi-asserted-by":"crossref","unstructured":"(c) H. J. Schaeffer and R. Vince, J. Med. Chem., 1965, 8, 33;","DOI":"10.1021\/jm00325a008"},{"key":"#cr-split#-10.3987\/COM-02-9512-6.4","doi-asserted-by":"crossref","unstructured":"(d) T. C. McKenzie and J. W. Epstein, J. Org. 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Kos, H. C. van der Plas, and W. J. F. Blees, J. Org. Chem., 1983, 48, 850.","DOI":"10.1021\/jo00154a021"},{"key":"10.3987\/COM-02-9512-12","unstructured":"12. 6-Chloro-7,9-dihydro-9-methyl-8H-purin-8-one (13) was prepared from 5-amino-4-chloro-6-(methyl-amino)pyrimidine in 80% yield according to the literature procedure11 but with some modification (urea, DMF, reflux, 4 h)."},{"key":"10.3987\/COM-02-9512-13","doi-asserted-by":"crossref","unstructured":"13. F. Skoog, H. Q. Hamzi, A. M. Szweykowska, N. J. Leonard, K. L. Carraway, T. Fujii, J. P. Helgeson, and R. N. 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