Literature DB >> 30393402

A Convenient Enzymatic Route to Optically Active l-Aminoindan-2-ol: Versatile Ligands for HIV-1 Protease Inhibitors and Asymmetric Syntheses.

Arun K Ghosh1, John F Kincaid1, Michael G Haske1.   

Abstract

(1S,2R)- and (1R,2S)-l-aminoindan-2-ol were prepared in high enantiomeric excess (>96%) by an immobilized lipase-catalyzed selective acylation of racemic trans- l-azidoindan-2-ol.

Entities:  

Year:  1997        PMID: 30393402      PMCID: PMC6214614          DOI: 10.1055/s-1997-1235

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN: 0039-7881            Impact factor:   3.157


  9 in total

1.  Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1' phenyl substituents: X-ray crystal structure assisted design.

Authors:  W J Thompson; P M Fitzgerald; M K Holloway; E A Emini; P L Darke; B M McKeever; W A Schleif; J C Quintero; J A Zugay; T J Tucker
Journal:  J Med Chem       Date:  1992-05-15       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.  Highly Enantioselective Aldol Reaction: Development of a New Chiral Auxiliary from cis-1-Amino-2-hydroxyindan.

Authors:  Arun K Ghosh; Tien T Duong; Sean P McKee
Journal:  J Chem Soc Chem Commun       Date:  1992

4.  SYNTHESIS AND OPTICAL RESOLUTION OF HIGH AFFINITY P2-LIGANDS FOR HIV-1 PROTEASE INHIBITORS.

Authors:  Arun K Ghosh; Yan Chen
Journal:  Tetrahedron Lett       Date:  2000-06-14       Impact factor: 2.415

5.  A Convergent, Enantioselective Total Synthesis of Hapalosin: A Drug with Multidrug-Resistance Reversing Activity.

Authors:  Arun K Ghosh; Wenming Liu; Yibo Xu; Zhidong Chen
Journal:  Angew Chem Int Ed Engl       Date:  1996-01-19       Impact factor: 15.336

6.  Nonpeptidal P2 ligands for HIV protease inhibitors: structure-based design, synthesis, and biological evaluation.

Authors:  A K Ghosh; J F Kincaid; D E Walters; Y Chen; N C Chaudhuri; W J Thompson; C Culberson; P M Fitzgerald; H Y Lee; S P McKee; P M Munson; T T Duong; P L Darke; J A Zugay; W A Schleif; M G Axel; J Lin; J R Huff
Journal:  J Med Chem       Date:  1996-08-16       Impact factor: 7.446

7.  Inhibitors of human immunodeficiency virus type 1 protease containing 2-aminobenzyl-substituted 4-amino-3-hydroxy-5-phenylpentanoic acid: synthesis, activity, and oral bioavailability.

Authors:  P Lehr; A Billich; B Charpiot; P Ettmayer; D Scholz; B Rosenwirth; H Gstach
Journal:  J Med Chem       Date:  1996-05-10       Impact factor: 7.446

8.  L-735,524: the design of a potent and orally bioavailable HIV protease inhibitor.

Authors:  B D Dorsey; R B Levin; S L McDaniel; J P Vacca; J P Guare; P L Darke; J A Zugay; E A Emini; W A Schleif; J C Quintero
Journal:  J Med Chem       Date:  1994-10-14       Impact factor: 7.446

9.  ASYMMETRIC DIELS-ALDER REACTION : CIS-1-ARYLSULFONAMIDO-2-INDANOLS AS HIGHLY EFFECTIVE CHIRAL AUXILIARIES.

Authors:  Arun K Ghosh; Packiarajan Mathivanan
Journal:  Tetrahedron Asymmetry       Date:  1996-02
  9 in total

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