An expedient synthesis of N α -protected- l -tetrahydrofuranylglycine and its application in the synthesis of novel substrate based inhibitors of HIV-1 protease
Bioorganic & Medicinal Chemistry Letters, ISSN: 0960-894X, Vol: 12, Issue: 24, Page: 3615-3617
2002
- 8Citations
- 5Captures
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Metrics Details
- Citations8
- Citation Indexes8
- CrossRef8
- Captures5
- Readers5
Article Description
Z- and Fmoc- l -tetrahydrofuranylglycines have been obtained from l -vinylglycine through dipolar cycloaddition reaction, and its Fmoc derivative has been applied in the synthesis of modified S9 and S10 substrates of HIV-1 protease. These compounds mostly acted as strong inhibitors, rather than substrates, of the protease, probably due to the favourable interactions of the tetrahydrofuranylglycine moiety at the S 2 site.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0960894X02007813; http://dx.doi.org/10.1016/s0960-894x(02)00781-3; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0036889983&origin=inward; http://www.ncbi.nlm.nih.gov/pubmed/12443788; http://linkinghub.elsevier.com/retrieve/pii/S0960894X02007813; http://api.elsevier.com/content/article/PII:S0960894X02007813?httpAccept=text/xml; http://api.elsevier.com/content/article/PII:S0960894X02007813?httpAccept=text/plain; https://linkinghub.elsevier.com/retrieve/pii/S0960894X02007813; http://dx.doi.org/10.1016/s0960-894x%2802%2900781-3; https://dx.doi.org/10.1016/s0960-894x%2802%2900781-3; http://www.sciencedirect.com/science/article/pii/S0960894X02007813?via%3Dihub
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