Conversion of Thebaine to Oripavine and Other Useful Intermediates for the Semisynthesis of Opiate-Derived Agents: Synthesis of Hydromorphone
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10285972" target="_blank" >RIV/00216208:11310/14:10285972 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/adsc.201400445" target="_blank" >http://dx.doi.org/10.1002/adsc.201400445</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.201400445" target="_blank" >10.1002/adsc.201400445</a>
Alternative languages
Result language
angličtina
Original language name
Conversion of Thebaine to Oripavine and Other Useful Intermediates for the Semisynthesis of Opiate-Derived Agents: Synthesis of Hydromorphone
Original language description
Thebaine was converted to oripavine in three steps by employing two different modes of protection of the diene moiety; as an iron tricarbonyl complex and as a Diels-Alder adduct with thioformyl cyanide. The two C-ring-protected thebaine derivatives weresubjected to 3-O-demethylation by four different protocols, providing oripavine derivatives, which yielded oripavine after deprotection. Oripavine was then converted to hydromorphone by a three-step process of ketalization, hydrogenation, and deprotection, without the isolation of intermediates.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Advanced Synthesis and Catalysis
ISSN
1615-4150
e-ISSN
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Volume of the periodical
356
Issue of the periodical within the volume
11-12
Country of publishing house
DE - GERMANY
Number of pages
9
Pages from-to
2679-2687
UT code for WoS article
000340567100033
EID of the result in the Scopus database
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