Benjamin S Lim

US Patent:

54751292, Dec 12, 1995

Filed:

Jun 8, 1993

Appl. No.:

8/073088

Inventors:

Terrence R. Burke - Bethesda MD
Mark S. Smyth - Rockville MD
Benjamin B. Lim - Baltimore MD

Assignee:

The United States of America as represented by the Department of Health
and Human Services - Washington DC

International Classification:

C07F 940

US Classification:

558190

Abstract:

The disclosure is concerned with providing phosphonic acid-containing derivatives of phenylalanine and optically active isomers thereof, which are functionalized in a manner which makes them suitable for facile incorporation into peptides using standard solid-phase or solution-phase techniques.

US Patent:

52005461, Apr 6, 1993

Filed:

Sep 30, 1991

Appl. No.:

7/767621

Inventors:

Terrence R. Burke - Bethesda MD
Benjamin B. Lim - Baltimore MD

Assignee:

The United States of America as represented by the Department of Health
and Human Services - Washington DC

International Classification:

C07F 940
C07F 96518
C07F 9572

US Classification:

558190

Abstract:

There are disclosed novel compounds of the formula: ##STR1## wherein, x is --CH. sub. 2 --, --CHF--, --CF. sub. 2, --CHOH-- or --C(O)--; R. sup. 6 is hydrogen, benzyl, pentafluorophenyl, nitrophenyl, 1-benzotriazolyl or 1-succinimidoyl; Fmoc is 9-fluorenylmethyloxycarbonyl; and * indicates a chiral carbon atom. The Formula (I) compounds are useful in synthesizing peptides. There are also disclosed novel synthesis methods which include the step of hydrogenating a compound of the Formula ##STR2## wherein R. sup. 4 and R. sup. 5 are C. sub. 1-8 lower alkyl, to give a compound of the formula ##STR3## wherein R. sup. 4 and R. sup. 5 are as defined above. The compounds of formula (II) are useful as intermediates in preparing certain formula (I) compounds.

US Patent:

52646076, Nov 23, 1993

Filed:

Jun 12, 1992

Appl. No.:

7/897391

Inventors:

Terrence R. Burke - Bethesda MD
Benjamin B. Lim - Baltimore MD
Mark S. Smyth - Rockville MD

Assignee:

The United States of America as represented by the Secretary of the
Department of Health and Human Services - Washington DC

International Classification:

C07F 940

US Classification:

558141

Abstract:

The disclosure is concerned with providing phosphonic acid-containing derivatives of phenylalanine and optically active isomers thereof, which are functionalized in a manner which makes them suitable for facile incorporation into peptides using standard solid-phase or solution-phase techniques. The disclosure is also concerned with providing an advantageous one-step reaction method for preparing benzylic. alpha. ,. alpha. -difluorophosphonates from corresponding benzylic ketophosphonates.