Cesar A Colon

US Patent:

20020049350, Apr 25, 2002

Filed:

Jun 26, 2001

Appl. No.:

09/891601

Inventors:

Xiaoyong Fu - Edison NJ, US
Jianguo Yin - Edison NJ, US
Timothy McAllister - Westfield NJ, US
Cesar Colon - Rio Piedras PR, US

International Classification:

C07C069/73

US Classification:

560/060000, 560/183000

Abstract:

A single batch process for preparing (R)-benzyl-4-hydroxy-2-pentynoate by reacting (R)-3-butyn-2-ol with 1,1,1,3,3,3-hexamethyldisilazane to silylate the starting alcohol, followed by deprotonation with an alkyl lithium compound, then a reaction with a haloformate compound, and finally a hydrolysis reaction to arrive at the product ester.

US Patent:

52833593, Feb 1, 1994

Filed:

Mar 1, 1993

Appl. No.:

8/030185

Inventors:

T. K. Thiruvengadam - Edison NJ
John Chiu - Parsippany NJ
Michael Green - Paterson NJ
Timothy L. McAllister - Fords NJ
Cesar Colon - Rahway NJ
Junning Lee - Springfield NJ

Assignee:

Schering Corp. - Kenilworth NJ

International Classification:

C07C 6976
C07F 502

US Classification:

560 53

Abstract:

The preparation of arylethanolamines, and in particular albuterol (salbutamol), together with their novel boron, acetal and hemi-acetal intermediates is described.

US Patent:

62078224, Mar 27, 2001

Filed:

Dec 5, 1999

Appl. No.:

9/455482

Inventors:

Xiaoyong Fu - Edison NJ
Timothy L. McAllister - Westfield NJ
John S. Chiu - Parsippany NJ
Cesar Colon - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07D205/08;263/26

US Classification:

540200

Abstract:

This invention provides a process for preparing the hypocholesterolemic compound ##STR1## comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula IV: ##STR2## (b) reducing the ketone of formula IV in the presence of a chiral catalyst to an alcohol: (c) reacting the chiral alcohol of step (b), an imine and a silyl protecting agent, then condensing the protected compounds to obtain a. beta. -(substituted-amino)amide of formula VII: ##STR3## (d) cyclizing the. beta. -(substituted-amino)amide of formula VII with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of the formula VIII: ##STR4## and removing the protecting groups. The intermediates of formulas VII and VIII are also claimed.

US Patent:

60938129, Jul 25, 2000

Filed:

Jan 7, 1994

Appl. No.:

8/179008

Inventors:

Junning Lee - Springfield NJ
Timothy McAllister - Fords NJ
Cesar Colon - Rahway NJ
Derek H. R. Barton - College Station TX
Ronald Breslow - Englewood NJ
Anantha Sudhakar - East Brunswick NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07D20508

US Classification:

540200

Abstract:

This invention provides an improved process for producing azetidinones. More particularly, this invention provides the steps of producing an trans-azetidinone represented by the formula ##STR1## from a carboxylic acid R. sup. 2 --D--CH. sub. 2 COOH, an aldehyde R. sup. 1 --A--CHO and an amine RNH. sub. 2, by the steps of: (a1) converting a carboxylic acid to the corresponding acid chloride; (b1) deprotonating a chiral oxazolidinone and treating the resulting anion with the product of step (a1); (c1) enolizing the product of step (b1) and condensing with the aldehyde; (d1) hydrolyzing the product of step (c1); (e1) condensing the product of step (d1) with the amine; and (f1) cyclizing the product of step (e1). Alternatively, the process comprises (a2) enolizing the product of step (b1) and condensing, in the presence of a Lewis acid, with a Schiff's base prepared from the aldehyde and the amine; and (b2) cyclizing the product of step (a2).

US Patent:

57507457, May 12, 1998

Filed:

Nov 18, 1996

Appl. No.:

8/737690

Inventors:

Xiaoyong Fu - Edison NJ
Junning Lee - Gillette NJ
Cesar Colon - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 7500

US Classification:

552581

Abstract:

Described is a process for the regioselective dehydration of 11-hydroxy steroids using PCl. sub. 5, PCl. sub. 3, POCl. sub. 3 or either SO. sub. 2 Cl. sub. 2 and imidazole, or PPh. sub. 3 and CCl. sub. 4. The disclosed process selectively forms. DELTA. sup. 9,11 steroids from either 11-. alpha. - or 11-. beta. -hydroxy steroids, and can also be used for the one-step conversion of 11,21 -dihydroxy steroids to 21-chloro-. DELTA. sup. 9,11 steroids. Also disclosed are processes for the regioselective conversion of 11-. beta. -chloro steroids to. DELTA. sup. 9,11 steroids, and for regioselectively converting an 11,17,21-trihydroxy streoid to a 21-chloro-11,17-dihydroxy steroid.

US Patent:

55022227, Mar 26, 1996

Filed:

Jun 1, 1994

Appl. No.:

8/252302

Inventors:

Xiaoyong Fu - Edison NJ
Junning Lee - Gillette NJ
Cesar Colon - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 500
C07J 700
C07J 7500

US Classification:

552595

Abstract:

Described is a process for the regioselective dehydration of 11-hydroxy steroids using PCl. sub. 5, PCl. sub. 3, POCl. sub. 3 or either SO. sub. Cl. sub. 2 and imidazole, or PPh. sub. 3 and CCl. sub. 4. The disclosed process selectively forms. increment. sup. 9,11 steroids from either 11-. alpha. - or 11-. beta. -hydroxy steroids, and can also be used for the one-step conversion of 11,21-dihydroxy steroids to 21-chloro-. increment. sup. 9,11 steroids.

US Patent:

56167423, Apr 1, 1997

Filed:

May 22, 1995

Appl. No.:

8/446982

Inventors:

Xiaoyong Fu - Edison NJ
Cesar Colon - Rahway NJ

Assignee:

Schering Corporation - Kenilworth NJ

International Classification:

C07J 7500

US Classification:

552595

Abstract:

Described is a process for the regioselective dehydration of 11-hydroxy steroids using PCl. sub. 5, PCl. sub. 3, POCl. sub. 3 or either SO. sub. 2 Cl. sub. 2 and imidazole, or PPh. sub. 3 and CCl. sub. 4. The disclosed process selectively forms. DELTA. sup. 9,11 steroids from either 11-. alpha. - or 11-. beta. -hydroxy steroids, and can also be used for the one-step conversion of 11,21-dihydroxy steroids to 21-chloro-. DELTA. sup. 9,11 steroids. Also disclosed are processes for the regioselective conversion of 11-. beta. -chloro steroids to. DELTA. sup. 9,11 steroids, and for regioselectively converting an 11,17,21-trihydroxy streoid to a 21-chloro-11,17-dihydroxy steroid.