Stereoselective Synthesis of Benzo[e][1,4]oxazino[4,3-a][1,4]diazepine-6,12-diones with Two Diversity Positions
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F17%3A73584418" target="_blank" >RIV/61989592:15110/17:73584418 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/17:73584418
Result on the web
<a href="http://pubs.acs.org/doi/ipdf/10.1021/acscombsci.7b00134" target="_blank" >http://pubs.acs.org/doi/ipdf/10.1021/acscombsci.7b00134</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acscombsci.7b00134" target="_blank" >10.1021/acscombsci.7b00134</a>
Alternative languages
Result language
angličtina
Original language name
Stereoselective Synthesis of Benzo[e][1,4]oxazino[4,3-a][1,4]diazepine-6,12-diones with Two Diversity Positions
Original language description
Herein, we report a stereoselective formation of tetrahydro-6H-benzo[e][1,4]oxazino[4,3-a][1,4]diazepine-6,12(11H)-diones. Their preparation consisted in solid-phase synthesis of linear intermediates starting from polymer-supported Ser(tBu)-OH. Using various 2-nitrobenzoic acids and bromoketones, the key intermediates were obtained in five steps and subjected to trifluoroacetic acid-mediated cleavage from the resin followed by stereoselective reduction with triethylsilane. Subsequent catalytic hydrogenation of the nitro group and cyclization yielded the target compounds with full retention of the C12a stereocenter configuration.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Combinatorial Science
ISSN
2156-8952
e-ISSN
—
Volume of the periodical
19
Issue of the periodical within the volume
12
Country of publishing house
US - UNITED STATES
Number of pages
5
Pages from-to
770-774
UT code for WoS article
000418109500006
EID of the result in the Scopus database
—