Bristol-myers Squibb Compnay

Bristol-myers Company

John L Dillon, Jr

Purushotham Vemishetti

John J Venit

Paul Alan Jass

Sushil K Srivastava

Keith Ramig

Mark D Schwinden

Saibaba Racha

David R Kronenthal

Jollie D Godfrey, Jr

Nachimuthu Soundararajan

John J Usher

Francis S Gibson

Gerald L Powers

Atul S Kotnis

Richard H Spector

Lee J Silverberg

Jianmei Wei

William John Winter

Jerome L Moniot

James H Simpson

Shawn K Pack

Shankar Swaminathan

Chien-Kuang Chen

Preparation of (S)-2-amino-6,6-dimethoxyhexanoic acid methyl ester via novel dioxolanes

Preparation of (s)-2-amino-6,6-dimethoxyhexanoic acid methyl ester via novel dioxolanes

A process for the synthesis of paclitaxel from 10-deacetylbaccatin-III which is protected at the 7-position with a dialkylalkoxysilyl protecting group having the formula &mdash;Si(R),(OR&prime;).

Semi-synthesis of paclitaxel using dialkyldichlorosilanes

Disclosed are crystalline complexes of baccatin III with imidazole, 2-methylimidazole or isopropanol, which are useful for isolating baccatin III from plant tissue cell culture and plant extracts containing baccatin Ill.

Crystalline complexes of baccatin III with imidazole, 2-methylimidazole or isopropanol

N-protected-L-homocysteine disulfide of the formula ##STR1## or an activated form thereof is reacted with (S)-2-amino-6,6-dimethoxyhexanoic acid, methyl ester to give the disulfide intermediate of the formula ##STR2## Cleavage of the disulfide bond followed by acid catalyzed cyclization produces the N-protected lactam of formula III which is useful for preparing the pharmaceutically active compound omapatrilat.

Preparation of

Etoposide phosphate is prepared by coupling dibenzyl 4'-demethyl-4-epipodophyllotoxin-4'-phosphate with 2,3-di-O-benzyl-4,6-O-ethylidene-.alpha.,.beta.-D-glucopyranose in a solvent and subsequently removing the protecting groups. The tetra-benzyl protected etoposide phosphate is recrystallized from methanol or directly crystallized from acetonitrile by adding methanol to yield substantially the pure C-1'-.beta. form. The benzyl protecting groups are simultaneously removed by hydrogenation to produce etoposide phosphate in high yields. In a further embodiment, etoposide phosphate is treated with a phosphatase enzyme to yield etoposide.

Process of preparing etoposide phosphate and etoposide

A novel dimethylsulfate quaternary salt process intermediate useful in the manufacture of the antiarrhythmic agent encainide.

Process intermediate for the preparation of encainide

A new and novel process for the preparation of encainide (4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]-benzanilide) has been developed. The process utilizes .alpha.-picoline, O-nitrobenzaldehyde, and anisoyl chloride as starting materials.

Process for the preparation of encainide

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East Syracuse, NY, United States of America

John L Dillon, Jr