G.d. Searle & Company

The Nutrasweet Company

Other

John B Hill

Hugh L Dryden, Jr

Robert W Erickson

Robert A Erickson

Yefim Gelman

Mark R Johnson

Kuang Hsu

Hugh L Dryden

Robert Alfred Erickson

Steven O Roczniak

Steven Roczniak

A one-pot process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride is disclosed (.alpha.-APM(HCl)). .alpha.-APM(HCl) is an intermediate in the preparation of aspartame.

One-pot process for the preparation of

A process for reducing the amount of cholesterol in an edible fat capable of being solubilized comprising the steps of:

Removal of cholesterol from edible fats

A process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride (.alpha.-APM(HCl)) is disclosed. .alpha.-APM(HCl) is an intermediate in the preparation of aspartame.

Process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl

N-formyl-L-aspartic anhydride is prepared using a minimum excess of formic acid. Acetic anhydride and a C.sub.3 -C.sub.6 secondary alcohol are added to the reaction mixture to consume excess formic acid. The reaction is suitable for further reactions without modification.

Preparation of N-formyl-L-aspartic anhydride

Alkylphosphate solvents are disclosed for use in an amino acid and amino acid ester enzymatic coupling process. .alpha.-Aspartylphenylalanine methyl ester and intermediates thereof are prepared enzymatically in an alkylphosphate solvent or cosolvent.

Solvent system for enzymatic coupling process

This invention encompasses a method and intermediates for preparing a commercial sweetening agent, .alpha.-L-aspartyl-L-phenylalanine methyl ester. The process involves reacting L-aspartic acid with diketene to form N-acetoacetyl-L-aspartic acid which is converted to N-acetoacetyl-L-aspartic anhydride by reaction with acetic anhydride. N-acetoacetyl-L-aspartic anhydride is reacted with L-phenylalanine methyl ester to provide N-acetoacetyl-.alpha.-L-aspartyl-L-phenylalanine methyl ester which is converted to .alpha.-L-aspartyl-L-phenylalanine methyl ester by reaction with hydroxylamine hydrochloride.

Method and intermediates for producing .alpha.-L-aspartyl-L-phenylalanine

An improved process for isolating organic compounds from crude product or reaction mixtures by dissolving said crude product or reaction mixture in a suitable solvent, contacting the resulting solution with a lithium salt to form a solid metal salt complex, separating, and thereafter recovering a pure product by decomposing the lithium salt complex.

Process for isolating organic compounds and lithium salt complexes

A new process utilizing certain novel intermediates for the preparation of 1-diphenylmethyl-4-(6-methyl-2-pyridylmethyleneamino)piperazine is described herein. The process utilizes readily available starting material and has the distinct advantage of having no N-nitroso intermediate in its procedure.

Process for the preparation of

Contacting of appropriately substituted nitrosobenzene with diphenylcyclopropenone under reflux conditions yields novel 2-aryl-3,4-diphenylisoxazolin-5-ones, which are useful as pharmacological agents in view of their serum triglyceride and cholesterol lowering properties.

Growing community of inventors

Woodstock, IL, United States of America

John B Hill