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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 |
|---|---|
| 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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| Abstract | 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. |
|---|---|
| AbstractList | 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. |
| Author | KAWASAKI, KAZUHIKO MATSUMURA, HIROMU |
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| Copyright | The Pharmaceutical Society of Japan Copyright Japan Science and Technology Agency 1969 |
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| Snippet | 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... |
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| Title | Studies on Morphine Derivatives. II. The Stereochemistry of the By-products in the Synthesis of 3-Methoxy-N-methylmorphinan |
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