Ajinomoto Co., Ltd.

Kunisuke Izawa

Takayuki Suzuki

Masakazu Nakazawa

Naoko Hirose

Tomoyuki Onishi

Hiroshi Shiragami

Yutaka Honda

Takashi Nakano

Daisuke Takahashi

Satoshi Katayama

Takayuki Hamada

Takayoshi Torii

Satoshi Takamatsu

Keizo Yamashita

Kenzo Yokozeki

Masahiko Kurauchi

Yoshihito Koguchi

Yumiko Uchida

Hiroyuki Matsueda

Masaki Naito

Yasuyuki Otake

Naoko Kanno

Yoshimasa Hagiwara

Takahiro Sato

Kunihiko Watanabe

Hiroyuki Nohira

Tsuyoshi Nakamatsu

Norimasa Onishi

Hisashi Kawasaki

Tokumi Maruyama

Doo Ok Jang

Dae Hyan Cho

Kazuhiro Watanabe

Yuichi Suzuki

Ryoji Noyori

Yasuhiro Tanaka

Takashi Tsuji

Takao Ikariya

Toshihide Yukawa

Toyoto Hijiya

Eiji Nakanishi

Satoji Takahashi

Tetsuo Suami

Hiroyuki Izawa

Kazuo Ohishi

Shigeo Nozoe

Koji Kubota

Tsuyoshi Shiio

Tomihisa Ohta

Kuniya Sakurai

Masayuki Arai

Seiichi Nishi

Takashi Ineyama

Eiji Majima

Hiroaki Takino

Daigaku Hideura

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).

Inosine derivatives and production methods therefor

The present invention relates to asp. which produces an acylase having an asymmetric hydrolysis activity on an N-acetyl &#x3b2;-amino acid to selectively produce an R-&#x3b2;-amino acid, and asp. which produces both an acylase having an asymmetric hydrolysis activity on an N-acetyl &#x3b2;-amino acid to selectively produce an S-&#x3b2;-amino acid and an acylase having an asymmetric hydrolysis activity of an N-acetyl &#x3b2;-amino acid to selectively produce an R-&#x3b2;-amino acid, and a process for the selective production of an S-, or R-&#x3b2;-amino acid using the above strains.

Process for the production of &#x3b2;-amino acids using acylase

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. 

5-protected aminopyrimidine compound, production method thereof and intermediate therefor

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 R, Rand M are as defined in the specification.

Production method of aminopyrimidine compound

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 Rand Rare the same or different and each is an alkyl group, or Rand Rtogether 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.

Azlactone compound and method for preparation thereof

A production method for conveniently producing a 5'-acyloxynucleoside compound shown by the formula [A] in a good yield while suppressing formation of by-products, including subjecting a 2&#x2032;,3&#x2032;,5&#x2032;-triacyloxynucleoside compound represented by the formula [I] to selective deacylation in an alcohol represented by the formula [II] using a base selected from the group consisting of alkali metal hydroxide, alkali metal alkoxide and alkali metal carbonate: wherein each symbol in the formula is as defined in the specification.

Production method of 5'-acyloxynucleoside compound

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.

Method for producing lysine derivative

The present invention provides an effective method for the production of optically active N-aryl-&#x3b2;-amino acid compounds, which at the same time is suitable for industrial production. In the method of the present invention optically active sulfonylated &#x3b2;-hydroxycarboxylic acid compounds, which are readily derived from &#x3b2;-keto carboxylic acid compounds, are reacted with aromatic amines to produce optically active N-aryl-&#x3b2;-amino acid compounds.

Production method for optically active N-aryl-&#x3b2;-amino acid compounds

Herein are disclosed a process for increasing in purity, or purifying, an N-protected-&#x3b2;-aminoalcohol which process comprises (i) adding water to a polar organic solvent in which an N-protected-&#x3b2;-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-&#x3b2;-aminoalcohol from a diol or a diol-based mixed solvent, and a process for producing the corresponding N-protected-&#x3b2;-aminoepoxide which process comprises treating, with a base, the thus purity-enhanced N-protected-&#x3b2;-aminoalcohol. Such N-protected-&#x3b2;-aminoalcohols and N-protected-&#x3b2;-aminoepoxides are both useful as synthetic intermediates for medicine compounds, such as, e.g., HIV protease inhibitor and the like.

Processes for preparation of N-protected-&#x3b2;-amino alcohols and N-protected-&#x3b2;-amino epoxides

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.

Process for producing 3-amino-2-oxo-1-halogenopropane derivatives

A process for producing &#x3b1;-aminohalomethyl ketones or N-protected &#x3b1;-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, &#x3b1;-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.

Process for producing &#x3b1;-aminoketones

A process of preparing an optically active halohydrin compound characterized by comprising asymmetric hydrogen transfer reduction of an &#x3b1;-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.

Process for producing optically active halohydrin compound

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Kawasaki, Japan

Kunisuke Izawa