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Studies on Morphine Derivatives. II. The Stereochemistry of the By-products in the Synthesis of 3-Methoxy-N-methylmorphinan
The absolute configuration of (+)-10-hydroxy-1, 2, 3, 3a, 11b, 11c-hexahydroaporphine A and B (IVa and IVb), which were obtained as by-products on the cyclization of (+)-1-(4-methoxybenzyl)-2-methyl-1, 2, 3, 4, 5, 6, 7, 8-octahydroisoquinoline (I) to (+)-3-hydroxy-N-methylmorphinan (II) was establis...
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| Published in | Chemical & pharmaceutical bulletin Vol. 17; no. 6; pp. 1158 - 1174 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
The Pharmaceutical Society of Japan
1969
Japan Science and Technology Agency |
| Online Access | Get full text |
| ISSN | 0009-2363 1347-5223 |
| DOI | 10.1248/cpb.17.1158 |
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| Summary: | The absolute configuration of (+)-10-hydroxy-1, 2, 3, 3a, 11b, 11c-hexahydroaporphine A and B (IVa and IVb), which were obtained as by-products on the cyclization of (+)-1-(4-methoxybenzyl)-2-methyl-1, 2, 3, 4, 5, 6, 7, 8-octahydroisoquinoline (I) to (+)-3-hydroxy-N-methylmorphinan (II) was established by degradation reaction to 3-alkyl cyclohexane-1, 2-dicarboxylic acids. |
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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 |
| ISSN: | 0009-2363 1347-5223 |
| DOI: | 10.1248/cpb.17.1158 |