.

Deeper Knowledge, Faster

  • Plan your formulary budget
  • Analyze global market entry opportunities
  • Uncover prior art in expired and abandoned patents

► See Plans & Pricing

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

Serving 500+ biopharmaceutical companies globally:

Healthtrust
Daiichi Sankyo
US Army
Johnson and Johnson
Cerilliant
Chinese Patent Office
Mallinckrodt
Chubb
Fuji
Teva

Generated: June 24, 2017

DrugPatentWatch Database Preview

Details for Patent: 5,892,052

« Back to Dashboard

Details for Patent: 5,892,052

Title: Process for making retroviral protease inhibiting compounds
Abstract:A retroviral protease inhibiting compound of the formula: ##STR1## is disclosed.
Inventor(s): Kempf; Dale J. (Libertyville, IL), Norbeck; Daniel W. (Crystal Lake, IL), Sham; Hing Leung (Gurnee, IL), Zhao; Chen (Gurnee, IL)
Assignee: Abbott Labortories (Abbott Park, IL)
Filing Date:Apr 06, 1995
Application Number:08/418,031
Claims:1. A process for the preparation of a compound of the formula: ##STR18## wherein R.sub.1 is monosubstituted thiazolyl, monosubstituted oxazolyl, monosubstituted isoxazolyl or monosubstituted isothiazolyl wherein the substituent is selected from (i) C.sub.1 - to - C.sub.6 - loweralkyl, (ii) C.sub.1 - to - C.sub.6 - loweralkenyl, (iii) C.sub.3 - to - C.sub.7 - cycloalkyl, (iv) C.sub.3 - to - C.sub.7 - cycloalkyl - C.sub.1 - to - C.sub.6 - alkyl, (v) C.sub.5 - to - C.sub.7 - cycloalkenyl, (vi) C.sub.5 - to - C.sub.7 - cycloalkenyl -C.sub.1 - to - C.sub.6 - alkyl, (vii) C.sub.1 - to - C.sub.6 - alkoxy - C.sub.1 - to - C.sub.6 - alkyl or benzyloxy - C.sub.1 - to - C.sub.6 - alky, (viii) C.sub.1 - to - C.sub.6 - thioalkoxy - C.sub.1 - to - C.sub.6 - alkyl or benzyl-S- C.sub.1 to C.sub.6 - alkyl, (ix) C.sub.1 - to - C.sub.6 - alkylamino, (x) di - C.sub.1 - to - C.sub.6 - alkylamino, (xi) phenyl wherein the phenyl ring is unsubstituted or substituted with a substituent selected from halo, C.sub.1 - to - C.sub.6 - loweralkyl, hydroxy, C.sub.1 - to - C.sub.6 -alkoxy, benzyloxy, -S-benzyl and C.sub.1 - to - C.sub.6 - thioalkoxy, (xii) phenyl - C.sub.1 - to - C.sub.6 - alkyl wherein the phenyl ring is unsubstituted or substituted as defined above, (xii di - C.sub.1 - to - C.sub.6 - alkylamino - C.sub.1 - to - C.sub.6 - alkyl, (xiv) C.sub.1 - to - C.sub.6 - alkoxy or benzyloxy and (xv) C.sub.1 - to - C.sub.6 - thioalkoxy or -S-benzyl;

n is 1,2 or 3;

R.sub.2 is hydrogen or C.sub.1 - to - C.sub.6 loweralkyl;

R.sub.3 is C.sub.1 - to - C.sub.6 - loweralkyl;

R.sub.4 and R.sub.4a are independently selected from phenyl, thiazolyl and oxazolyl wherein the phenyl, thiazolyl or oxazolyl ring is unsubstituted or substituted with a substituent selected from (i) halo, (ii) C.sub.1 - to - C.sub.6 - loweralkyl, (iii) hydroxy, (iv) C.sub.1 - to - C.sub.6 - alkoxy or benzyloxy and (v) C.sub.1 - to - C.sub.6 - thioalkoxy or -S-benzyl;

R.sub.6 is hydrogen or C.sub.1 - to - C.sub.6 loweralkyl;

R.sub.7 is thiazolyl, oxazolyl, isoxazolyl or isothiazolyl wherein the thiazolyl, oxazolyl, isoxazolyl or isothiazolyl ring is unsubstituted or substituted with C.sub.1 - to - C.sub.7 - loweralkyl; and

Z is absent, --O--, --S--, --CH.sub.2 -- or --N(R.sub.8)-- wherein R.sub.8 is -C.sub.1 - to - C.sub.6 - loweralkyl, C.sub.3 to - C.sub.7 - cycloalkyl, --OH or --NHR.sub.8a wherein R.sub.8a is hydrogen or C.sub.1 - to - C.sub.6 - loweralkyl; or a pharmaceutically acceptable salt thereof, comprising (a) reacting a compound of the formula: ##STR19## with a compound of the formula (R.sub.6)(R.sub.7)CHOC(O)OL wherein L is an activating group for the acylation reaction and wherein R.sub.4, R.sub.4a, R.sub.6 and R.sub.7 are as defined above, (b) N-deprotection and (c) reaction of the product of step (b) with a compound of the formula: ##STR20## or an activated ester derivative thereof, wherein R.sub.1, R.sub.2, R.sub.3, Z and n are as defined above.

2. The process of claim 1 wherein L is p-nitrophenyl, R.sub.1 is C.sub.1 - to- C.sub.6 -loweralkyl-substituted thiazolyl, R.sub.2 is hydrogen, R.sub.3 is C.sub.1 - to - C.sub.6 -loweralkyl, R.sub.4a and R.sub.4 are phenyl, R.sub.6 is hydrogen, R.sub.7 is thiazolyl and n is 1.

3. A process for the preparation of (2S,3S,5S)-5-(N-(N-((N-Methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)car bonyl)valinyl)amino)-2-(N-((5-thiazolylemethoxycarbonyl)amino)-1,6-diphenyl -3-hydroxyhexane or an acid addition salt thereof, comprising (a) reacting (2S,3S,5S)-2-Amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexan e with 5-(p-nitrophenyloxycarbonyloxymethyl)thiazole, (b) N-deprotection and (c) reacting the product of step (b) with N-((N-Methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)-L-valine or an activated ester derivative thereof.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

Serving 500+ biopharmaceutical companies globally:

Citi
Fish and Richardson
Mallinckrodt
McKinsey
Deloitte
Farmers Insurance
Johnson and Johnson
Julphar
Express Scripts
Chinese Patent Office

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

Copyright 2002-2017 thinkBiotech LLC
ISSN: 2162-2639

Secure SSL Encrypted

Follow DrugPatentWatch:



Google
Twitter
Google Plus
botpot