Tertiary-butyldimethylsilyl carbamate derivative and process for producing the same.

摘要

At-butyldimethylsilyl carbamate derivative and a process for producing the same are disclosed. Tertiarybutyl- dimethylsilyl 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:
<Chemistry id="chema01" num="0001"><Image id="ia01" he="21" wi="77" file="IMGA0001.TIF" imgContent="chem" imgFormat="TIFF" inline="no" /></Chemistry>where R<Sup>1</Sup> is an alkyl group having 1 - 3 carbon atoms or a hydrogen atom; R<Sup>2</Sup> is
<Chemistry id="chema02" num="0002"><Image id="ia02" he="15" wi="35" file="IMGA0002.TIF" imgContent="chem" imgFormat="TIFF" inline="no" /></Chemistry>(where R<Sup>3</Sup> 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</Sup> is a lower alkoxycarbonyl group, an N-alkylamido group having 2 - 6 carbon atoms, an O-tetrahydropyranylthreonine methyl ester amido residue, an O-t-butyldimethyl- silylthreonine methyl ester amido residue, a threonine methyl ester amido residue or -(CH<Sub>2</Sub>)<Sub>n</Sub>-COOR<Sup>5</Sup> (where n is an integer of 1 - 3 and R<Sup>5</Sup> is a lower alkyl group), provided that R<Sup>3</Sup> combines with R<Sup>4 </Sup>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' and R<Sup>2</Sup>, 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.