Abstract: The present invention provides a method for industrially producing an optically active lysine derivative useful as a pharmaceutical intermediate. More particularly, the present invention provides a production method including protecting an amino group or an amino group and carboxyl group of optically active 2-amino-6-methyl-6-nitroheptanoic acid with a protecting group, reducing a nitro group to synthesize a 6,6-dimethyl lysine derivative and reacting the 6,6-dimethyl lysine derivative with an acetic acid derivative.

Abstract: The present invention provides an effective method for the production of optically active N-aryl-?-amino acid compounds, which at the same time is suitable for industrial production. In the method of the present invention optically active sulfonylated ?-hydroxycarboxylic acid compounds, which are readily derived from ?-keto carboxylic acid compounds, are reacted with aromatic amines to produce optically active N-aryl-?-amino acid compounds.

Abstract: Compound (I) is reacted with compound (II) to give compound (III), which is then reacted with compound (IX) to give compound (VIII), which is then preferably deprotected by an enzyme reaction to give compound (XII). The present invention provides an advantageous process for preparing a pyrimidine derivative useful as an enzyme inhibitor, and a synthetic intermediate: wherein P is an alkyl group and the like, R1 and R2 are alkyl groups and the like, R3 is an alkyl group optionally having substituent(s) and the like, R4 is a hydrogen atom and the like, R5 is an aralkyl group optionally having substituent(s) and the like, and Y is a heteroaryl group optionally having substituent(s) and the like.

Abstract: Herein are disclosed a process for increasing in purity, or purifying, an N-protected-?-aminoalcohol which process comprises (i) adding water to a polar organic solvent in which an N-protected-?-aminoalcohol such as a (2R,3S)- or (2S,3R)-3-tert-butoxycarbonylamino-1-halo-2-hydroxy-4-phenylbutane or the like, or (ii) crystallizing such an N-protected-?-aminoalcohol from a diol or a diol-based mixed solvent, and a process for producing the corresponding N-protected-?-aminoepoxide which process comprises treating, with a base, the thus purity-enhanced N-protected-?-aminoalcohol. Such N-protected-?-aminoalcohols and N-protected-?-aminoepoxides are both useful as synthetic intermediates for medicine compounds, such as, e.g., HIV protease inhibitor and the like.

Abstract: The present invention provides a method for producing an inosine derivative represented by the following general formula (1) including the steps of subjecting an inosine derivative of general formula (3) to dithiocarbonylation and carrying out radical reduction of the obtained compound. According to the present invention there can be produced compounds useful as anti-AIDS drugs on industrial scale. wherein R1 may be the same or different and are each benzyl group, benzhydryl group or trityl group, each of which may have a substituent in general formulas (1) and (3).

Abstract: The present invention provides a method for industrially producing an optically active lysine derivative useful as a pharmaceutical intermediate. More particularly, the present invention provides a production method including protecting an amino group or an amino group and carboxyl group of optically active 2-amino-6-methyl-6-nitroheptanoic acid with a protecting group, reducing a nitro group to synthesize a 6,6-dimethyl lysine derivative and reacting the 6,6-dimethyl lysine derivative with an acetic acid derivative.

Abstract: The present invention relates to a Variovorax sp. which produces an acylase having an asymmetric hydrolysis activity on an N-acetyl ?-amino acid to selectively produce an R-?-amino acid, and a Burkholderia sp. which produces both an acylase having an asymmetric hydrolysis activity on an N-acetyl ?-amino acid to selectively produce an S-?-amino acid and an acylase having an asymmetric hydrolysis activity of an N-acetyl ?-amino acid to selectively produce an R-?-amino acid, and a process for the selective production of an S-, or R-?-amino acid using the above strains.

Abstract: Nucleoside compounds represented by formula (II) may be prepared by subjecting a 2?,3?,5?-triacyloxynucleoside compound represented by formula (I) to deacylation using alkali metal hydroxide in a 0.01- to 0.5-fold amount in a molar ratio relative to the moles of the 2?,3?,5?-triacyloxynucleoside compound. The production method of the nucleoside compound of formula (II) suppresses the formation of by-products, and the products amy be used for the production of nucleoside derivatives.

Abstract: The present invention provides a method for industrially producing an optically active lysine derivative useful as a pharmaceutical intermediate. More particularly, the present invention provides a production method including protecting an amino group or an amino group and carboxyl group of optically active 2-amino-6-methyl-6-nitroheptanoic acid with a protecting group, reducing a nitro group to synthesize a 6,6-dimethyl lysine derivative and reacting the 6,6-dimethyl lysine derivative with an acetic acid derivative.

Abstract: 2-Deoxy-L-ribose may be prepared by reacting a compound represented by formula (1) with an organometallic compound represented by formula (2) to give a compound represented by formula (3), which is then subjected to deprotection of a hydroxyl group and production of aldehyde by acid hydrolysis: wherein R1 and R2 are each independently a hydroxyl-protecting group or R1 and R2 in combination form a hydroxyl-protecting group, R3 and R4 are each independently an alkyl group, an aralkyl group, an aryl group or a silyl group or R3 and R4 in combination form an alkylene group.

Abstract: Aminopyrimidine compounds represented by formula (3) may be efficiently prepared by reacting an azlactone compound represented by formula (1) with an amidine compound represented by formula (2) or a salt thereof: wherein R1, R2 and M are as defined in the specification.

Abstract: The present invention provides a production method of 5-aminopyrimidine compound represented by the formula (5) by reacting a glycine compound represented by the formula (1) with t-butoxybisdimethylaminomethane, dimethylformamidedimethylacetal or dimethylformamidediethylacetal to produce a dialkylaminomethylene compound represented by the formula (2), reacting the compound of formula (2) in the presence of an acid to produce a hydroxymethylene compound represented by the formula (3), and reacting the compound of formula (3) with an amidine compound represented by the formula (4) or a salt thereof.

Abstract: The present invention relates to a process for the preparation of compound (XV), which includes hydrolysis of compound (I) to give compound (II), then reaction with reagent (III) to give compound (IV), then reaction with compound (V) to give compound (VI), then condensation with compound (XII) to give compound (XI), and preferably deprotection by an enzyme reaction. This method is useful for the preparation of a pyrimidine derivative and a synthetic intermediate, which is useful as an enzyme inhibitor.

Abstract: 2?,3?-didehydro-2?,3?-dideoxypurine nucleoside compounds and 2?,3?-dideoxypurine nucleoside compounds may be produced efficiently by treating a 3?-deoxy-3?-bromopurine nucleoside compound with a perfluoroalkanesulfonyl fluoride in the presence of a base to give a 2?,3?-didehydro-2?,3?-dideoxypurine nucleoside compound, which may be converted to a 2?,3?-dideoxypurine nucleoside compound, by catalytic hydrogenation.

Abstract: Azlactone Compound (2) is reacted with Amidine Compound (3) to give Pyrimidine Compound (1) which is useful as an intermediate for the production of enzyme inhibitors (e.g., elastase inhibitor, chymase inhibitor etc.): wherein each symbol is as defined in the specification.

Abstract: Compounds represented by formula (II): wherein M is a hydrogen atom, sodium, potassium, or lithium; P is a hydrogen atom, an alkyl group, and the like; and the wavy line indicates a cis form, a trans form, or a mixture thereof for the double bond to which it is attached, may be prepared by hydrolyzing a compound represented by formula (I), or a salt thereof: wherein R1 and R2 are the same or different and each is an alkyl group, or R1 and R2 together with the adjacent nitrogen atom may form an aliphatic heterocycle, and P and the wavy line are as defined above, in the presence of alkali metal hydroxide.

Abstract: N-carbamate protected-3-amino-1,2-epoxy-4-(hydroxy substituted phenyl)butane may be produced in high optical purity and in high yield, by hydrogenating N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(benzyloxy substituted phenyl)butane in the presence of a metal catalyst to give N-carbamate protected-3-amino-1-chloro-2-hydroxy-4-(hydroxy substituted phenyl)butane and treating this compound with a base.

Abstract: A process for producing ?-aminohalomethyl ketones or N-protected ?-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, ?-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.

Abstract: A process of preparing an optically active halohydrin compound characterized by comprising asymmetric hydrogen transfer reduction of an ?-haloketone compound in the presence of a group 9 transition metal compound having a substituted or unsubstituted cyclopentadienyl group and an optically active diamine compound. The asymmetric hydrogen transfer reduction is preferably conducted in the presence of a base.

Abstract: Compounds formed by reacting a protected amino acid with an alkali metal enolate of an alkyl acetate are reacted with a halogenating agent for halogenation of the 2-position, or a protected amino acid is reacted with an alkali metal enolate of an alkyl halogenoacetate, to form a 4-amino-3-oxo-2-halogenobutanoic acid ester derivative, and hydrolysis and decarboxylation are conducted to produce a 3-amino-2-oxo-1-halogenopropane derivative or its salt. The present method is a useful process for producing a 3-amino-2-oxo-1-halogenopropane derivatives which can easily be converted to a 3-amino-1,2-epoxypropane.