1964
DOI: 10.1021/cr60227a004
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The Aporphine Alkaloids

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1964
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Cited by 117 publications
(39 citation statements)
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References 87 publications
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“…These angles are 13.6(4) and 15.0(5) ° for leucoxine.HBr (average 14.3°); and 21.2(8) and 20.5 (1.0) ° for isoboldine.HBr (average 20.9°). These twist angles are to be compared with an angle of 29.9 ° reported by Shamma & Slusarchyk (1964) from Ashida, Pepinsky & Okaya's (1963)determination of the structure of bulbocapnine methiodide. The three different angles (14.3, 20-9 and 29.9 ° ) can be rationalized on the basis of the differences in the substituents on the aporphine nucleus in the three cases.…”
Section: S Etc)mentioning
confidence: 94%
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“…These angles are 13.6(4) and 15.0(5) ° for leucoxine.HBr (average 14.3°); and 21.2(8) and 20.5 (1.0) ° for isoboldine.HBr (average 20.9°). These twist angles are to be compared with an angle of 29.9 ° reported by Shamma & Slusarchyk (1964) from Ashida, Pepinsky & Okaya's (1963)determination of the structure of bulbocapnine methiodide. The three different angles (14.3, 20-9 and 29.9 ° ) can be rationalized on the basis of the differences in the substituents on the aporphine nucleus in the three cases.…”
Section: S Etc)mentioning
confidence: 94%
“…Isoboldine (CI9H2104N , formula II) is an aporphine alkaloid of known chemical structure (for references see Shamma & Slusarchyk, 1964;and Shamma, 1967). The absolute configuration indicated in (II) is implied by the optical rotatory dispersion data (Craig & Roy, 1965) on boldine, which differs in structure from isoboldine only by the interchange of the OCH 3 and OH groups at the upper left of (II).…”
Section: Isoboldine Hydrobromidementioning
confidence: 99%
“…X-ray crystallographic studies (17) indicate that the biphenyl portion of aporphine systems is appreciably strained, the angle of twist being 29.9". This strain increases in aporphines bearing substituents at Positions 1 and/or 11.…”
Section: Resultsmentioning
confidence: 99%
“…C 68,13 H 6,89 K 5,54o/b 6. 2,3,7,8,9, HCZ). In 300 g wie untcr 5 angcgebcn bereitctc Polyphosphorsaure tragt man unter Ruhren bei 165" 31,6 g (0,l mol) 9-Hydrochlorid ein, halt 20 Min.…”
Section: Cdihydro-67-dimethoxy-isochinol~n-l-~ro~ionsaurc-methyleunclassified
“…,,58,15 ,,6,11 ,,4,81 ,,13, 1636. UV.-Maxima: 225 (4,11), 275 (3,94), 363 (3,51). C,,H,,NO,(233.26) Ber.…”
Section: Cdihydro-67-dimethoxy-isochinol~n-l-~ro~ionsaurc-methylementioning
confidence: 99%