The Organic Chemistry of Drug Synthesis (Organic Chemistry Series of Drug Synthesis) (Volume 7)

289 Pages·2007·2.72 MB·English

by  Daniel Lednicer

THE ORGANIC
CHEMISTRY OF
DRUG SYNTHESIS
Volume 7
DANIEL LEDNICER
North Bethesda, MD

THE ORGANIC
CHEMISTRY OF
DRUG SYNTHESIS

THE ORGANIC
CHEMISTRY OF
DRUG SYNTHESIS
Volume 7
DANIEL LEDNICER
North Bethesda, MD
Copyright#2008byJohnWiley&Sons,Inc.Allrightsreserved
PublishedbyJohnWiley&Sons,Inc.,Hoboken,NewJersey
PublishedsimultaneouslyinCanada
Nopartofthispublicationmaybereproduced,storedinaretrievalsystem,ortransmittedinanyformor
by any means, electronic, mechanical, photocopying, recording, scanning, or otherwise, except as
permitted under Section 107 or 108 of the 1976 United States Copyright Act, without either the
priorwritten permissionof the Publisher, orauthorization through payment of the appropriate per-
copyfeetotheCopyrightClearanceCenter,Inc.,222RosewoodDrive,Danvers,MA01923,(978)
750-8400, fax [phone], or on the Web at www.copyright.com. Requests to the Publisher
for permission should be addressed to the Permissions Department, John Wiley & Sons, Inc., 111
River Street, Hoboken, NJ 07030, [phone], fax [phone], or online at http://www.
wiley.com/go/permission.
LimitofLiability/DisclaimerofWarranty:Whilethepublisherandauthorhaveusedtheirbesteffortsin
preparing this book, they make no representations or warranties with respect to the accuracy or
completeness of the contents of this book and specifically disclaim any implied warranties of
merchantabilityorfitnessforaparticularpurpose.Nowarrantymaybecreatedorextendedbysales
representatives or written sales materials. The advice and strategies contained herein may not be
suitable for your situation. You should consult with a professional where appropriate. Neither the
publisher nor author shall be liable for any loss of profit or any other commercial damages,
includingbutnotlimitedtospecial,incidental,consequential,orotherdamages.
Forgeneralinformationonourotherproductsandservicesorfortechnicalsupport,pleasecontactour
CustomerCareDepartmentwithintheUnitedStatesat(800)762-2974,outsidetheUnitedStatesat
[phone]orfax(317)572-4002.
Wileyalsopublishesitbooksinvarietyofelectronicformats.Somecontentthatappearsinprintmay
notbeavailableinelectronicformats.FormoreinformationaboutWileyproducts,visitourwebsiteat
www.wiley.com.
WileyBicentennialLogo:RichardJ.Pacifico
LibraryofCongressCataloging-in-publicationDataisavailable.
ISBN978-0-470-10750-8
PrintedintheUnitedStatesofAmerica
10 9 8 7 6 5 4 3 2 1
To the memory of I. Moyer Hunsberger and Melvin S. Newman
who set me on course...

CONTENTS
Preface xi
1 OPEN-CHAIN COMPOUNDS 1
1. Peptidomimetic Compounds / 2
A. Antiviral Protease Inhibitors / 2
1. Human Immunodeficiency Virus / 2
2. Human Rhinovirus / 9
2. Miscellaneous Peptidomimetic Compounds / 11
References / 19
2 ALICYCLIC COMPOUNDS 21
1. Monocyclic Compounds / 21
A. Prostaglandins / 21
B. Antiviral Agents / 25
C. Miscellaneous Monocyclic Compounds / 29
2. Polycyclic Compounds: Steroids / 31
A. 19-Nor Steroids / 31
B. Corticosteroid Related Compounds / 34
vii