Teiichiro Ito

The Preparation and Geometrical Isomerism of Substituted α-Methylthio-Cinnamic Acids:Part I. The Preparative Method

α-Methylthio-cinnamic acid and its substituted analogues (III) were synthesized from their respective β-aryl-α-thiopyruvic acids (II). In connection with the study on the tautomeric ene-thiol structure of β-aryl-α-thiopyruvic acids (II), 4-arylidenerl,3-oxathiolan-5-one (IV) were prepared from compounds II.

The Preparation and Geometrical Isomerism of Substituted α-Methylthio-cinnamic Acids: Part III. Thioketo-Enethiol Tautomerism of β-Aryl-α-thiopyruvic Acids and Geometrical Configuration of 4-Arylidene-l,3-oxathiolan-5-ones

Measurements of NMR spectra of β-aryl-α-thiopyruvic acids revealed that they exist dominantly in the form of trans cinnamic acid configuration. Geometrical configuration of 4-arylidene-1,3-oxathiolan-5-one was also determined to be trans in regard to aryl and carbonyl groups.

La Préparation et l'isomérisme géométrique des Acides Cinnamiques Méthylthio-α Substitués:2 e communication Stéréochimie et Les Spectres RMN

An improved method of preparation and the separation of geometrical isomers of cis and trans α-methylthio-cinnamic acid derivatives are described. The observation on the NMR spectra and the determination of geometrical structure of these compounds by various spectrometric methods are also included.

Synthesis of Acetyl Derivatives of 2-Amino-2-deoxy-1, 6-dithio-D-glucose

From 2-anisylideneamino-1,3,4-tri-O-acetyl-2,6-dideoxy-6-S-acetyl-6-thio-β-D-glucopyranose, three derivatives of 2-amino-2-deoxy-1,6-dithio-D-glucose were prepared, i.e., 2-anisylidene-amino-3,4-di-O-acetyl-1,2,6-trideoxy-1,6-di-S-acetyl-1,6-dithio-β-D-glucopyranose, 2-amino-3,4-di-O-acetyl-1,2,6-trideoxy-1,6-di-S-acetyl-1, 6-dithio-β-D-glucopyranose hydrochloride and 2-acet-amido-3,4-di-O-acetyl-1,2,6-trideoxy-1-mercapto-6-S-acetyl-6-thio-β-D-glucopyranose; and some of their properties were described.

Synthesis and Properties of 6-Deoxy-6-mercapto-D-glucosamine

6-Deoxy-6-mcrcapto-α-d-glucosamine hydrochloride was synthesized from N-anisylidene-1,3,4-tri-O-acetyl-6-O-tosyl-β-d-glucosamine, and some of its properties were compared with those of α-d-glucosamine hydrochloride.