Chapter 7. Industrial-Scale Applications of Enzymes in Non-Aqueous Solvents

  1. Dr. Giacomo Carrea,
  2. Dr. Sergio Riva
  1. David Pollard,
  2. Birgit Kosjek

Published Online: 21 FEB 2008

DOI: 10.1002/9783527621729.ch7

Organic Synthesis with Enzymes in Non-Aqueous Media

Organic Synthesis with Enzymes in Non-Aqueous Media

How to Cite

Pollard, D. and Kosjek, B. (2008) Industrial-Scale Applications of Enzymes in Non-Aqueous Solvents, in Organic Synthesis with Enzymes in Non-Aqueous Media (eds G. Carrea and S. Riva), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany. doi: 10.1002/9783527621729.ch7

Editor Information

  1. Istituto di Chimica del Riconoscimento Molecolare, C.N.R., Via Mario Bianco 9, 20131 Milano, Italy

Author Information

  1. Merck Research Laboratories, Merck & Co. Inc., 126 Lincoln Avenue, Rahway, NJ 07065, USA

Publication History

  1. Published Online: 21 FEB 2008
  2. Published Print: 13 FEB 2008

ISBN Information

Print ISBN: 9783527318469

Online ISBN: 9783527621729

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Keywords:

  • enzymes;
  • non-aqueous solvents;
  • industrial-scale applications

Summary

This chapter contains sections titled:

  • Introduction

  • Ester Synthesis by Esterification

  • Resolution of Racemic Alcohols

    • Synthesis of a Chiral R-(+) Hydromethyl Glutaryl Coenzyme A Reductase Inhibitor (Anticholesterol Drug)

    • The Synthesis of S-N(tert-Butoxycarbonyl)-3-Hydroxymethylpiperidine (Tryptase Inhibitor)

    • The Synthesis of (S)-[1-(Acetoxyl)-4-(3-Phenyl)Butyl]Phosphonic Acid Diethyl Ester (Anticholesterol Drug)

    • Synthesis of Desoxyspergualin (Immunosuppressant and Antitumor Drug)

    • Dynamic Kinetic Resolution of Racemic Alcohols

  • Kinetic Resolution of Racemic Amines

    • Resolution of Rac-2-Butylamine

    • Synthesis of a Selective, Non-Peptide, Non-Sulfhydryl Farnesyl Protein Transfer Inhibitor (Antitumor Agent)

  • Resolution of Amino Alcohols and Methyl Ethers

  • Resolution of an Ester

    • Ester Resolution for the Synthesis of Emtricitabine (Antiviral Drug)

  • Desymmetrization by Transesterification

    • Synthesis of an Antifungal Azole Derivative

  • Regioselective Acylation

    • Regioselective Acylation of Drug Intermediate for an Antileukaemic Agent

    • Regioselective Acylation of Ribavirin: Antiviral Agent

  • Asymmetric Ring Opening of Racemic Azlactone

    • Synthesis of (S)-Benzyl-L-tert-Leucine Butyl Ester

    • Synthesis of (S)-γ-Fluoroleucine Ethyl Ester

  • Cyanohydrin Formation

    • Synthesis of (R)-2-Chloromandelic Acid: Intermediate for Clopidogrel

    • Synthesis of Chiral Phenoxybenzaldehyde Cyanohydrin: Intermediate for the Synthesis of Pyrethroid Insecticides

    • Hydrocyanation of 3-Pyridinecarboxyaldehyde

  • Outlook