Suntory Limited

Suntory Holdings Limited

Yasufumi Ohfune

Haruhiko Shinozaki

Keiko Shimamoto

Michiko Ishida

Masahiro Sakaitani

Terumi Nakajima

Hideo Naoki

Manabu Horikawa

Tetsuro Shinada

Kyosuke Nomoto

Kazuya Murata

Masako Tomita

A method for effectively causing charge-remote fragmentation (CRF) when the structural analysis of an nitrogen-containing organic compound is performed using a high-energy collisional-induced dissociation-mass/mass spectrum (CID-MS/MS spectrum), a reagent to be used in such a method, and a method for analyzing an organic compound by the induction of CRF are provided. The method for the induction of charge-remote fragmentation (CRF) using a high-energy collisional-induced dissociation-mass/mass spectrum (CID-MS/MS spectrum) has the step of: introducing a squaric acid residue into an end of a nitrogen-containing organic compound. The squaric acid residue is represented by a chemical formula (I):  The reagent is provided for introducing such a squaric acid residue. Furthermore, the method is provided for analyzing such an organic compound by the induction of CRF.

Mass spectrometric method for structural analysis of chain nitrogen-containing compounds using sqauric acid

The invention is directed to optically active 1-amino-hydroxycycloalkanecarboxylic acid compounds represented by the formula: ##STR1## wherein n is 0, 1, 2, 3, or 4; methods of their synthesis; and their use as compounds to fix the confirmation of a peptide or protein molecule when introduced into the peptide or protein in the place of a normal amino acid.

1-amino-2-hydroxycycloalkanecarboxylic acid derivatives

(2S,1'R,2'R,3'R)-2-(2,3-dicarboxycyclopropyl)-glycine (DCG-I) and (2S,1'S,2'S,3'S)-2-(2,3-dicarboxycyclopropyl)glycine (DCG-II), as well as methods for synthesizing these compounds are provided. Studies on L-glutamate receptors with the use of DCG-I and DCG-II, which are agonists for NMDA receptors, contribute to the development of remedies for various nervous disorders. Further, DCG-I and DCG-II selectively inhibit monosynaptic reflex even at a low concentration, which makes them useful as a remedy for spastic palsy, an anesthetic and an analgesic.

2-(2,3-dicarboxycyclopropyl) glycine and method for producing the same

(2R,3S,4S)-.alpha.-(carboxycyclopropyl)glycine of the formula (1) and salts thereof are disclosed. ##STR1## The compound (1) exhibits most potent depolarizing activities among the known NMDA agonists and will be a useful tool to investigate various neuronal functions related to the excitatory amino acid receptors.

(2R,3S,4S)-.alpha.-(carboxycyclopropyl)glycine

A t-butyldimethylsilyl carbamate derivative and a process for producing the same are disclosed. Tertiary-butyldimethylsilyl carbamate derivatives having the following general formula (1) are intermediates for the production of a variety of carbamate esters that can be extensively used as drugs acting on the central nervous system or circulatory organs, as agrichemicals (e.g. insecticides and herbicides), or as antimicrobial agents; a process capable of economical and efficient production of such intermediates is also disclosed: ##STR1## where R.sup.1 is an alkyl group having 1-3 carbon atoms or a hydrogen atom; R.sup.2 is ##STR2## (where R.sup.3 is a hydrogen atom, an alkyl, alkenyl or aralkyl group having 1-10 carbon atoms, each of which groups may be substituted by a hydroxyl group, a t-butyldimethylsilyloxy group, a methylthio group, a lower alkoxycarbonyl group, a lower alkoxy group, an indolyl group or an imidazolyl group; R.sup.4 is a lower alkoxycarbonyl group, an N-alkylamido group having 2-6 carbon atoms, an O-tetrahydropyranylthr eonine methyl ester amido residue, an O-t-butyldimethylsilylthreonine methyl ester amido residue, a threonine methyl ester amido residue or --(CH.sub.2).sub.n --COOR.sup.5 (where n is an integer of 1-3 and R.sup.5 is a lower alkyl group), provided that R.sup.3 combines with R.sup.4 to form a cyclopentyl group, a cyclohexyl group, a tetrahydrofuranyl group or a dioxanyl group, these rings being optionally substituted by a lower alkyl group, a lower alkenyl group, a lower alkoxycarbonyl group or a lower alkoxycarbonylmethyl group); and R.sup.1 and R.sup.2, when taken together, form a 4- or 5-membered carbon ring, which may be substituted by a lower alkoxycarbonyl group or a t-butyldimethylsilyloxycarbonyl group.

Tertiary-butyldimethylsilyl carbamate derivative and process for

This invention relates to a process for producing statin having the general formula (I): ##STR1## and related compounds thereof; (wherein R is a C1 to C6 alkyl group, a phenyl group or a C7 to C8 phenylalkyl group and B is a protective group for an amino group). Recently, the anti-hyproperties of statin, namely the renin inhibitive properties, are attracting general attention.

Process for producing statin and related compounds

This invention is related to homoserine aldehyde derivatives represented by the formula (I) which is important intermediate for producing mugineic acid, 2'-deoxymugineic acid, avenic acid A and homologue. ##STR1##

Growing community of inventors

Takatsuki, Japan

Yasufumi Ohfune