Literature DB >> 30364548

Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: enantioselective synthesis of the core unit of ritonavir.

Arun K Ghosh1, Dongwoo Shin1, Packiarajan Mathivanan1.   

Abstract

An enantioselective synthesis of the dipeptide isostere of ritonavir has been accomplished utilizing Sharpless asymmetric hydroxylation as the key step.

Entities:  

Year:  1999        PMID： 30364548      PMCID： PMC6196361          DOI： 10.1039/A902518I

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  12 in total

1.  Effect of hydroxyl group configuration in hydroxyethylamine dipeptide isosteres on HIV protease inhibition. Evidence for multiple binding modes.

Authors:  D H Rich; C Q Sun; J V Vara Prasad; A Pathiasseril; M V Toth; G R Marshall; M Clare; R A Mueller; K Houseman
Journal:  J Med Chem       Date:  1991-03       Impact factor: 7.446

2.  Total Synthesis of (+)-Sinefungin.

Authors:  Arun K. Ghosh; Wenming Liu
Journal:  J Org Chem       Date:  1996-09-06       Impact factor: 4.354

3.  STEREOCONTROLLED SYNTHESIS OF HIV-l PROTEASE INHIBITORS WITH C2-AXIS OF SYMMETRY.

Authors:  Arun K Ghosh; Sean P McKee; Wayne J Thompson
Journal:  Tetrahedron Lett       Date:  2001-03-26       Impact factor: 2.415

4.  A 24-week open-label phase I/II evaluation of the HIV protease inhibitor MK-639 (indinavir).

Authors:  D S Stein; D G Fish; J A Bilello; S L Preston; G L Martineau; G L Drusano
Journal:  AIDS       Date:  1996-05       Impact factor: 4.177

5.  Diphenylphosphoryl azide. A new convenient reagent for a modified Curtus reaction and for the peptide synthesis.

Authors:  T Shioiri; K Ninomiya; S Yamada
Journal:  J Am Chem Soc       Date:  1972-08-23       Impact factor: 15.419

6.  Potent HIV-1 Protease Inhibitors: Stereoselective Synthesis of a Dipeptide Mimic.

Authors:  Arun K Ghosh; Sean P McKee; Wayne J Thompson; Paul L Darke; Joan C Zugay
Journal:  J Org Chem       Date:  1993-02       Impact factor: 4.354

Review 7.  HIV protease as an inhibitor target for the treatment of AIDS.

Authors:  P L Darke; J R Huff
Journal:  Adv Pharmacol       Date:  1994

8.  A simple, continuous fluorometric assay for HIV protease.

Authors:  M V Toth; G R Marshall
Journal:  Int J Pept Protein Res       Date:  1990-12

9.  Rational design of peptide-based HIV proteinase inhibitors.

Authors:  N A Roberts; J A Martin; D Kinchington; A V Broadhurst; J C Craig; I B Duncan; S A Galpin; B K Handa; J Kay; A Kröhn
Journal:  Science       Date:  1990-04-20       Impact factor: 47.728

10.  The effect of high-dose saquinavir on viral load and CD4+ T-cell counts in HIV-infected patients.

Authors:  J M Schapiro; M A Winters; F Stewart; B Efron; J Norris; M J Kozal; T C Merigan
Journal:  Ann Intern Med       Date:  1996-06-15       Impact factor: 25.391
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  2 in total

1.  An enantioselective synthesis of the C1-C9 segment of antitumor macrolide peloruside A.

Authors:  Arun K Ghosh; Jae-Hun Kim
Journal:  Tetrahedron Lett       Date:  2003-04-24       Impact factor: 2.415

2.  Syntheses of FDA Approved HIV Protease Inhibitors.

Authors:  Arun K Ghosh; Geoffrey Bilcer; Gary Schiltz
Journal:  Synthesis (Stuttg)       Date:  2001       Impact factor: 3.157
  2 in total

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