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Rapid Construction ...
Rapid Construction of a Chloromethyl-Substituted Duocarmycin-like Prodrug
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- Bengtsson, Christoffer, 1979- (författare)
- Stockholms universitet,Institutionen för organisk kemi,Science for Life Laboratory (SciLifeLab)
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- Gravenfors, Ylva (författare)
- Stockholms universitet,Institutionen för organisk kemi,Science for Life Laboratory (SciLifeLab)
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(creator_code:org_t)
- 2023
- 2023
- Engelska.
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Ingår i: Molecules. - 1431-5157 .- 1420-3049. ; 28:12
- Relaterad länk:
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https://doi.org/10.3...
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visa fler...
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https://urn.kb.se/re...
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https://doi.org/10.3...
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Abstract
Ämnesord
Stäng
- The construction of duocarmycin-like compounds is often associated with lengthy synthetic routes. Presented herein is the development of a short and convenient synthesis of a type of duocarmycin prodrug. The 1,2,3,6-tetrahydropyrrolo[3,2-e]indole-containing core is here constructed from commercially available Boc-5-bromoindole in four steps and 23% overall yield, utilizing a Buchwald-Hartwig amination followed by a sodium hydride-induced regioselective bromination. In addition, protocols for selective mono- and di-halogenations of positions 3 and 4 were also developed, which could be useful for further exploration of this scaffold.
Ämnesord
- NATURVETENSKAP -- Biologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences (hsv//eng)
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- duocarmycin
- prodrug
- selective halogenation
- 1
- 2
- 3
- 6-tetrahydropyrrolo[3
- 2-e]indole
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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