David K Swanson

US Patent:

6461858, Oct 8, 2002

Filed:

Jan 26, 1999

Appl. No.:

09/237334

Inventors:

Richard L. Gabriel - Swampscott MA
David A. Swanson - Lexington MA

Assignee:

Pharm-Eco Laboratories, Inc. - Devens MA

International Classification:

C07C 100

US Classification:

435280, 210640, 210660, 210661, 210662

Abstract:

An enzyme is immobilized on a solid support and can react selectively with one enantiomer in an enantiomeric mixture. A methods of using the enzyme immobilized solid support in conjunct with a separating means to separate enantiomeric mixtures is described. An apparatus for separating an enantiomeric mixture using an enzyme immobilized on a solid support is also described.

US Patent:

6462221, Oct 8, 2002

Filed:

May 19, 2000

Appl. No.:

09/574620

Inventors:

Richard L. Gabriel - Swampscott MA
Adel M. Moussa - Burlington MA
Sharon Fitzhenry - Marblehead MA
Changhua Liu - Carlisle MA
David A. Swanson - Lexington MA
Brittany La - Lawrence MA
Salah Zahr - Acton MA
Yesh P. Sachdeva - Concord MA
Jurjus Jurayj - Acton MA

Assignee:

Pharm-Eco Laboratories, Inc. - Devens MA

International Classification:

C07C20502

US Classification:

560 22, 564355, 562402, 562437

Abstract:

The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I: In Structural Formula I, R is an amine protecting group, and R is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.

US Patent:

6541631, Apr 1, 2003

Filed:

May 26, 2000

Appl. No.:

09/579796

Inventors:

Salah Zahr - Acton MA
David A. Swanson - Burlington MA
Adel M. Moussa - Burlington MA
Luning Han - Allston MA

Assignee:

Pharma-Eco Laboratories, Inc. - Devens MA

International Classification:

C07D41104

US Classification:

544317

Abstract:

The present invention relates to a method of preparing enantiomers and diastereomers of a 2â,3â-dideoxy-5-fluoro-3âthiocytadine (FTC) or a derivative thereof as represented by the following structural formula: In Structural Formula I, R is H, a substituted or unsubstituted organic acid radical, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted heteroaralkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted cycloalkylalkyl, a substituted or unsubstituted heterocycloalkylalkyl, a sugar or a protecting group.

US Patent:

6752929, Jun 22, 2004

Filed:

Jul 12, 2002

Appl. No.:

09/979414

Inventors:

Salah Zahr - Acton MA
David A. Swanson - Burlington MA
Adel M. Moussa - Burlington MA
Luning Han - Allston MA

Assignee:

Johnson Matthey Pharmaceutical Materials, Inc. - Devens MA

International Classification:

B01D 1508

US Classification:

210659, 2101982, 544317

Abstract:

The present invention relates to a method of preparing enantiomers and diastereomers of a 2â,3â-dideoxy-5-fluoro-3âthiocytadine (FTC) or a derivative thereof as represented by the structural formula (I), wherein R is H, a substituted or unsubstituted organic acid radical, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted heteroarakyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstitued cycloalkylalkyl group, a substituted or unsubstituted heterocycloalkylalkyl group, a sugar or a protecting group.

US Patent:

20030040644, Feb 27, 2003

Filed:

Jul 3, 2002

Appl. No.:

10/190105

Inventors:

Richard Gabriel - Swampscott MA, US
Adel Moussa - Burlington MA, US
Sharon Fitzhenry - Arlington MA, US
Changhua Liu - Carlisle MA, US
David Swanson - Burlington MA, US
Brittany Le - Kendall Park NJ, US
Salah Zahr - Acton MA, US
Yesh Sachdeva - Concord MA, US
Jurjus Jurayj - Acton MA, US

Assignee:

Pharm-Eco Laboratories, Inc. - Devens MA

International Classification:

C07D233/61
C07D209/16
C07D207/46
C 07C 2 9/78

US Classification:

564/348000, 564/500000, 564/503000, 548/504000, 548/566000, 548/335500

Abstract:

The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I: In Structural Formula I, R is an amine protecting group, and Ris an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.