Abstract:
Racemic mixtures of partially water-soluble esters defined by the formula wherein R and R 1 represent hydrogen and C,-C 4 alkyl; R 2 represents C 1 -C 4 alkyl and X represents halogen, aliphatic or aromatic groups and substituted derivatives thereof wherein R, R 1 and X are different can be resolved by reducing the water solubility of a racemic mixture of said esters by means other than changing the chemical composition of the ester, contacting the racemic mixture of esters of reduced water solubility with a lipase enzyme from Candida cylindracea capable of stereospecifically resolving the racemic mixture by hydrolysis and stereospecifically resolving the racemic mixture.
Abstract:
Optically active compounds having a chlorine atom attached to the chiral carbon atom such as 2-bromoaliphatic acids can be racemized without by-product formation by heating an acidified solution of the organic acid at a temperature sufficient to accomplish racemization, the solution being substantially devoid of ionized halogen other than bromine ions. The preferred acidifying agent is hydrobromic acid. The use of hydrochloric acid causes extensive by-product formation.
Abstract:
Optically active compounds having a chlorine atom attached to the chiral carbon atom such as 2-chloroaliphatic acids can be racemized without by-product formation by heating an acidified solution of the compound in the presence of chloride ion at sufficient strength, and at a pH and temperature sufficient to accomplish racemization. The preferred acidifying agent and source of chloride ion is hydrochloric acid. The use of hydrochloric acid at room temperature as well as the use of either sulfuric acid or caustic soda failed to produce racemization.
Abstract:
Optically active compounds having a chlorine atom attached to the chiral carbon atom such as 2-chloroaliphatic acids can be racemized without by-product formation by heating an acidified solution of the compound in the presence of chloride ion at sufficient strength, and at a pH and temperature sufficient to accomplish racemization. The preferred acidifying agent and source of chloride ion is hydrochloric acid. The use of hydrochloric acid at room temperature as well as the use of either sulfuric acid or caustic soda failed to produce racemization.
Abstract:
Racemic mixtures of partially water-soluble esters defined by the formula wherein R and R 1 represent hydrogen and C,-C 4 alkyl;
R 2 represents C 1 -C 4 alkyl and X represents halogen, aliphatic or aromatic groups and substituted derivatives thereof wherein R, R 1 and X are different can be resolved by reducing the water solubility of a racemic mixture of said esters by means other than changing the chemical composition of the ester, contacting the racemic mixture of esters of reduced water solubility with a lipase enzyme from Candida cylindracea capable of stereospecifically resolving the racemic mixture by hydrolysis and stereospecifically resolving the racemic mixture.