Abstract:
The present invention has its objects to provide a method for reducing alpha -aminoketone derivatives under mild conditions with high stereoselectivity. This invention is a method for reducing alpha -aminoketone which comprises reacting an alpha -aminoketone derivative of general formula (1) with a compound prepared from an organoaluminum compound of general formula (4), a sulfonic acid derivative of general formula (5), and an alcohol compound of general formula (6) to give an alpha -aminoalcohol derivative of general formula (7).
Abstract:
The present invention relates to a method of producing a 3-hydroxybutyraldehyde derivative, particularly an optically active 3-hydroxybutyraldehyde derivative, which is useful as an intermediate of a pharmaceutical agent and the like. The method of the present invention is characterized by converting the 3-hydroxybutyrate derivative to an alcohol derivative by a reduction reaction followed by converting it to a desired aldehyde derivative by an oxidation reaction using a nitroxyl compound and a co-oxidant. In accordance with the present invention, a 3-hydroxybutyraldehyde derivative having high qualities (a low content of alcohol derivatives) can be produced by an easy and convenient method without resorting to a reaction under an extremely low temperature condition.
Abstract:
An object of the present invention is to provide a process for producing a beta -amino- alpha -hydroxy acid derivative via efficient and industrially utilizable steps. The present invention provides a process for producing a beta -amino- alpha -hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an alpha -amino- alpha ', alpha '-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.
Abstract:
The present invention has its object to provide a process for producing azetidine-2-carboxylic acid and an intermediate thereof, which is efficient and economical and suited for industrial practice. The present invention is related to a process for producing azetidine-2-carboxylic acid of the following formula (5), which comprises subjecting a 4-oxo-2-azetidinecarboxylic acid derivative represented by the general formula (1) to hydride reduction to give azetidine-2-methanol of the following formula (2), treating the same with an amino-protecting agent to give N-protected azetidine-2-methanol represented by the following general formula (3), treating this with an oxidizing agent to give N-protected azetidine-2-carboxylic acid represented by the following general formula (4) and, further, subjecting the amino-protecting group thereof to elimination.
Abstract:
An object of the present invention is to provide a process for producing a beta -amino- alpha -hydroxy acid derivative via efficient and industrially utilizable steps. The present invention provides a process for producing a beta -amino- alpha -hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an alpha -amino- alpha ', alpha '-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.
Abstract:
The present invention has its objects to provide a method for reducing alpha -aminoketone derivatives under mild conditions with high stereoselectivity. This invention is a method for reducing alpha -aminoketone which comprises reacting an alpha -aminoketone derivative of general formula (1) with a compound prepared from an organoaluminum compound of general formula (4), a sulfonic acid derivative of general formula (5), and an alcohol compound of general formula (6) to give an alpha -aminoalcohol derivative of general formula (7).
Abstract:
The present invention has its object to provide a process for producing azetidine-2-carboxylic acid and an intermediate thereof, which is efficient and economical and suited for industrial practice. The present invention is related to a process for producing azetidine-2-carboxylic acid of the following formula (5), which comprises subjecting a 4-oxo-2-azetidinecarboxylic acid derivative represented by the general formula (1) to hydride reduction to give azetidine-2-methanol of the following formula (2), treating the same with an amino-protecting agent to give N-protected azetidine-2-methanol represented by the following general formula (3), treating this with an oxidizing agent to give N-protected azetidine-2-carboxylic acid represented by the following general formula (4) and, further, subjecting the amino-protecting group thereof to elimination.
Abstract:
The present invention has its objects to provide a method for reducing alpha -aminoketone derivatives under mild conditions with high stereoselectivity. This invention is a method for reducing alpha -aminoketone which comprises reacting an alpha -aminoketone derivative of general formula (1) with a compound prepared from an organoaluminum compound of general formula (4), a sulfonic acid derivative of general formula (5), and an alcohol compound of general formula (6) to give an alpha -aminoalcohol derivative of general formula (7).
Abstract:
A process for stereoselectively reducing .alpha.-amino haloketone derivatives under mild conditions, which comprises reacting an .alpha.-amino haloketone derivative of general formula (1) with a compound prepared from an organoaluminum compound of general formula (4), a sulfonic acid derivative of the general formula (5): R6SO3H, and an alcohol compound of the general formula (6): R7OH to yield an .alpha.-amino alcohol derivative of general formula (7).
Abstract:
Efficient and economical processes for producing azetidine-2-carboxylic acid and intermediates thereof on an industrial scale. Azetidine-2-carboxylic acid of structural formula (5) is produced by reducing a 4-oxo-2-azetidinecarboxylic acid derivative of general formula (1) to form azetidine-2-methanol of structural formula (2), treating this compound with an amino-protecting agent to form an N-protected azetidine-2-methanol of general formula (3), treating this compound with an oxidizing agent to form an N-protected azetidine-2-carboxylic acid of general formula (4), and removing the amino-protecting group.