Literature DB >> 30319147

A Facile and Enantiospecific Synthesis of 2(S)- and 2(R)-[1'(S)-Azido-2-phenylethyl]oxirane.

Arun K Ghosh1, Sean P McKee1, Hee Yoon Lee1, Wayne J Thompson1.   

Abstract

The title azidoalkyl oxiranes were synthesized efficiently in an enantiomerically pure form utilizing readily available diethyl d-tartrate.

Entities:  

Year:  1992        PMID: 30319147      PMCID: PMC6180324          DOI: 10.1039/C39920000273

Source DB:  PubMed          Journal:  J Chem Soc Chem Commun        ISSN: 0022-4936


  7 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.  Benzocycloalkyl amines as novel C-termini for HIV protease inhibitors.

Authors:  T A Lyle; C M Wiscount; J P Guare; W J Thompson; P S Anderson; P L Darke; Z A Zugay; E A Emini; W A Schleif; J C Qunitero
Journal:  J Med Chem       Date:  1991-03       Impact factor: 7.446

3.  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

4.  Preparation and properties of steroidal 17,20- and 20,21-acetonides epimeric at C-20. I. Derivatives of 5beta-pregnan-3alpha-o1.

Authors:  M L Lewbart; J J Schneider
Journal:  J Org Chem       Date:  1969-11       Impact factor: 4.354

Review 5.  Renin inhibitors.

Authors:  W J Greenlee
Journal:  Med Res Rev       Date:  1990 Apr-Jun       Impact factor: 12.944

6.  Reactions of 2-acyloxyisobutyryl halides with nucleosides. I. Reactions of model diols and of uridine.

Authors:  S Greenberg; J G Moffatt
Journal:  J Am Chem Soc       Date:  1973-06-13       Impact factor: 15.419

7.  Halo sugar nucleosides. 3. Reactions for the chlorination and bromination of nucleoside hydroxyl groups.

Authors:  J P Verheyden; J G Moffatt
Journal:  J Org Chem       Date:  1972-07-14       Impact factor: 4.354

  7 in total
  4 in total

1.  Asymmetric Aldol Route to Hydroxyethylamine Isostere: Stereoselective Synthesis of the Core Unit of Saquinavir.

Authors:  Arun K Ghosh; Khaja Azhar Hussain; Steve Fidanze
Journal:  J Org Chem       Date:  1997-08-22       Impact factor: 4.354

2.  cis-1-Aminoindan-2-ol in Asymmetric Syntheses.

Authors:  Arun K Ghosh; Steve Fidanze; Chris H Senanayake
Journal:  Synthesis (Stuttg)       Date:  1998-07       Impact factor: 3.157

3.  Syntheses of FDA Approved HIV Protease Inhibitors.

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

4.  Nature Inspired Molecular Design: Stereoselective Synthesis of Bicyclic and Polycyclic Ethers for Potent HIV-1 Protease Inhibitors.

Authors:  Arun K Ghosh; Margherita Brindisi
Journal:  Asian J Org Chem       Date:  2018-06-08       Impact factor: 3.319

  4 in total

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