ROBERT CLARK WOODWARD
Electrician in Cambridge, MA

4301278, Nov 17, 1981

Mar 26, 1979

6/023971

Robert B. Woodward - Cambridge MA
Hans Bickel - Binningen, CH

Ciba-Geigy Corporation - Ardsley NY

C07D50120

544016

7. beta. -Amino-3-cephem-3-cl-4-carboxylic acid compounds of the formula ##STR1## wherein R. sub. 1. sup. a represents hydrogen or an amino protective group R. sub. 1. sup. A and R. sub. 1. sup. b represents hydrogen or an acyl group Ac, or R. sub. 1. sup. a and R. sub. 1. sup. b together represent a bivalent amino protective group, R. sub. 2 represents hydroxyl or a radical R. sub. 2. sup. A which together with the carbonyl grouping --C(. dbd. O)-- forms a protected carboxyl group and R. sub. 3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides of 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R. sub. 1. sup. a, R. sub. 1. sup. b and R. sub. 2. sup. A have the meanings mentioned under formula IA, R. sub. 3. sup. o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

4161476, Jul 17, 1979

Jul 11, 1977

5/814763

Karl Heusler - Basel, CH
Robert B. Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D27762

2603067C

alpha. -Hydroxy-2-oxo-1-azetidinemethane-carboxylic acid compounds of formula ##STR1## wherein R. sub. 1 represents a hydrogen atom or the organic residue of an alcohol, R. sub. 2 represents a hydrogen atom or an acyl residue, R. sub. 3 represents an organic residue and R. sub. 4 represents a hydrogen atom, when R. sub. 2 stands for an acyl residue, or the two groups R. sub. 3 and R. sub. 4 together represent a disubstituted carbon atom, when R. sub. 2 stands for a hydrogen atom or an acyl group, are useful as intermediates for the manufacture of pharmacologically active compounds.

4052408, Oct 4, 1977

Nov 18, 1974

5/524699

Karl Heusler - Basel, CH
Robert Burns Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D51304

2603067C

alpha. -Hydroxy-2-oxo-1-azetidinemethane-carboxylic acid compounds of formula ##STR1## wherein R. sub. 1 represents a hydrogen atom or the organic residue of an alcohol, R. sub. 2 represents a hydrogen atom or an acyl residue, R. sub. 3 represents an organic residue and R. sub. 4 represents a hydrogen atom, when R. sub. 2 stands for an acyl residue, or the two groups R. sub. 3 and R. sub. 4 together represent a disubstituted carbon atom, when R. sub. 2 stands for a hydrogen atom or an acyl group, are useful as intermediates for the manufacture of pharmacologically active compounds.

4952690, Aug 28, 1990

Aug 21, 1989

7/396783

Jacques Gosteli - Basel, CH
Ivan Ernest - Birsfelden, CH
Marc Lang - Mulhouse, FR
Robert B. Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D20509, C07D20508, C07D49900, A61K 31425

540357

The invention relates to azetidin-2-ones of the formula ##STR1## wherein R. sub. a represents hydroxy-lower alkyl, R. sub. 1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom or an etherified mercapto group, R. sub. 2. sup. A together with the carbonyl group to which it is attached is a protected carboxyl group and Z' is oxygen, sulfhur or an optionally substituted methylidene group, functional groups in the radicals R. sub. a, R. sub. 1 and Z' optionally being in protected form. The azetidinones are useful intermediates for the preparation of penem antibiotics.

4692442, Sep 8, 1987

Nov 18, 1980

6/208105

Jacques Gosteli - Basel, CH
Ivan Ernest - Birsfelden, CH
Marc Lang - Mulhouse, FR
Robert B. Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D49900, A61K 3143

514195

The invention relates to 2-penem-3-carboxylic acid compounds of the formula ##STR1## in which R. sub. a represents an organic radical bonded by a carbon atom to the ring carbon atom, a free, etherified or esterified hydroxy or mercapto group or a halogen atom, R. sub. 1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom, or an etherified mercapto group, and R. sub. 2 represents a hydroxy group or an R. sub. 2. sup. A radical that together with the carbonyl grouping --C(. dbd. O)-- forms a protected carboxyl group, and to salts of such compounds with salt-forming groups, processes for the manufacture of such compounds, pharmaceutical preparations containing compounds of the formula I with pharmacological properties, and their use. The compounds have antibiotic activity.

4515717, May 7, 1985

Sep 24, 1982

6/423351

Jacques Gosteli - Basel, CH
Ivan Ernest - Birsfelden, CH
Robert B. Woodward - Cambridge MA

Ciba Geigy Corporation - Ardsley NY

C07D20508, C07D40112, C07D40512, C07D40912

260239A

2-Penem-3-carboxylic acid compounds of the formula ##STR1## in which R. sub. 1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom or an etherified mercapto group and R. sub. 2 represents hydroxy or a radical R. sub. 2. sup. A forming together with the carbonyl grouping --C(. dbd. O)-- a protected carboxyl group, 1-oxides thereof, as well as salts of such compounds having salt-forming groups, in racemic and optically active form, processes for their preparation, pharmaceutical compositions containing such compounds, and their use as antibiotics, and intermediates and their processes which are useful in the production of the compounds of the formula I.

4293462, Oct 6, 1981

Dec 10, 1979

6/102461

Robert B. Woodward - Cambridge MA
Hans Bickel - Binningen, CH

Ciba-Geigy Corporation - Ardsley NY

C07D20508, C07D40314, C07D40304, C07D40312

260239A

The invention concerns a process for the manufacture of 7. beta. -amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolyzing the enamino group in the resulting 7. beta. -acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

4110533, Aug 29, 1978

Feb 10, 1976

5/671193

Robert B. Woodward - Cambridge MA
Hans Bickel - Binningen, CH

Ciba-Geigy Corporation - Ardsley NY

C07D50108, C07D50120

544 16

The invention concerns a process for the manufacture of 7. beta. -amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolysing the enamino group in the resulting 7. beta. -acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

4524028, Jun 18, 1985

Sep 24, 1982

6/423359

Jacques Gosteli - Basel, CH
Ivan Ernest - Birsfelden, CH
Robert B. Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D20508, C07D40312, C07D40112, C07D48704

260239A

2-Penem-3-carboxylic acid compounds of the formula ##STR1## in which R. sub. 1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom or an etherified mercapto group and R. sub. 2 represents hydroxy or a radical R. sub. 2. sup. A forming together with the carbonyl grouping --C(. dbd. O)-- a protected carboxyl group, 1-oxides thereof, as well as salts of such compounds having salt-forming groups, in racemic and optically active form, processes for their preparation, pharmaceutical compositions containing such compounds, and their use as antibiotics, and intermediates and their processes which are useful in the production of the compounds of the formula I.

4447360, May 8, 1984

Dec 8, 1980

6/214316

Jacques Gosteli - Basel, CH
Ivan Ernest - Birsfelden, CH
Robert B. Woodward - Cambridge MA

Ciba-Geigy Corporation - Ardsley NY

C07D20508, C07D40112, C07D40512, C07D40912

260239A

2-Penem-3-carboxylic acid compounds of the formula ##STR1## in which R. sub. 1 represents hydrogen, an organic radical bonded by a carbon atom to the ring carbon atom or an etherified mercapto group and R. sub. 2 represents hydroxy or a radical R. sub. 2. sup. A forming together with the carbonyl grouping --C(. dbd. O)-- a protected carboxyl group, 1-oxides thereof, as well as salts of such compounds having salt-forming groups, in racemic and optically active form, processes for their preparation, pharmaceutical compositions containing such compounds, and their use as antibiotics, and intermediates and their processes which are useful in the production of the compounds of the formula I.