Back to results
US 5,856,518 AGranted
Production process of cyclic compound
AssigneeDaiichi Pharmaceutical Co., Ltd.
InventorsToshifumi Akiba, Tutomu Ebata, Tatsuru Saito, Sadahiro Shimizu, Keiichi Hirai, Naoki Ohta, Toshiaki Tojo
Life of this patent
Estimating the term…
Abstract
This invention is to provide a compound represented by the following formula (I) and a compound represented by the following formula (II) useful as an antibacterial agent which is obtained by the compound of folmula (I), and also to provide a novel synthetic process for the inexpensive, short-step and industrially advantageous production thereof. ##STR1##
Claims10
A compound represented by formula (I):
- ##STR48## wherein n is an integer of 2 to 5;
- R.sup.1 represents a hydrogen atom or a substituent group represented by formula:
- ##STR49## wherein R.sup.a, R.sup.b and R.sup.c each represents a phenyl, phenylmethyl or naphthyl group which group may be substituted with at least one substituent group selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, a halogen atom and a nitro group, a hydrogen atom;
- or an alkyl group having 1 to 4 carbon atoms;
- and
- R.sup.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, with the proviso that a compound, in which n is 2, R.sup.1 is hydrogen atom and R.sup.2 is an ethyl group is excluded, or a salt thereof.
3 more elements
A process for producing a compound represented by formula (I):
- ##STR51## wherein n is an integer of 2 to 5;
- R.sup.1 represents a hydrogen atom or a substituent group represented by formula:
- ##STR52## wherein R.sup.a, R.sup.b and R.sup.c each represents a phenyl, phenylmethyl or naphthyl group which group may be substituted with at least one substituent group selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, a halogen atom and a nitro group, a hydrogen atom;
- or an alkyl group having 1 to 4 carbon atoms;
- with the proviso that R.sup.a, R.sup.b and R.sup.c are not hydrogen atoms at the same time;
- and
- R.sup.2 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms,
- which comprises allowing a compound represented by formula (IV):
- ##STR53## wherein n is an integer of 2 to 5 and R.sup.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, to react with hydrogen cyanide in the presence of a compound represented by the following formula (V) or a salt thereof:
- NH.sub.2 R.sup.1 (V)
- wherein R.sup.1 represents a hydrogen atom or a substituent group represented by formula:
- ##STR54## wherein R.sup.a, R.sup.b and R.sup.c each represents a phenyl, phenylmethyl or naphthyl group which group may be substituted with at least one substituent group selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, a halogen atom and a nitro group;
- a hydrogen atom;
- or an alkyl group having 1 to 4 carbon atoms;
- with the proviso that R.sup.a, R.sup.b and R.sup.c are not hydrogen atoms at the same time.
12 more elements
A process for producing a diastereomer mixture of a compound represented by formula (I-1):
- ##STR55## wherein n is an integer of 2 to 5;
- R.sup.a, R.sup.b and R.sup.c each represents a phenyl, phenylmethyl or naphthyl group which group may be substituted with at least one substituent group selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, a halogen atom and a nitro group;
- a hydrogen atom;
- or an alkyl group having 1 to 4 carbon atoms;
- with the proviso that R.sup.a, R.sup.b and R.sup.c are different from one another;
- and
- R.sup.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms,
- which comprises treating an optically single compound of the compound of formula (I--I) in a protic solvent to effect the isomerization thereof.
5 more elements
Dependencies are inferred from the claim text.