Alpha-aminoacyl beta-aminoacyl aminodiols as anti-hypertensive agents

Claim 1

Process for preparing a compound of the formula: wherein R 9 is selected from H, alkyl, alkoxy, alkylamino, benzyloxycarboryl, phenyl, phenyl substituted with one or more of halo, methoxy hydroxy, amino, aminoalkyl and trifluoromethyl wherein Y and Q are selected from CH 2 , 0, S, SO, SO 2 and NR 13 , wherein R 1 2 is H or lower alkyl, R 1 3 is selected from H, phenyl and and wherein R 14 is H or lower alkyl; wherein each of m and n is independently an integer from 1 through 4; wherein each of r, t, u and v is independently an integer from zero through two; wherein p is an integer from 1 through 3; wherein each of a through d is independently an integer from zero through 3; wherein T is selected from one or more groups selected from H, linear or branched lower alkyl, alkoxy, oxo, halo, haloalkyl, lower alkenyl, lower alkynyl and cyano; wherein R 1 is selected from H, linear or branched lower alkyl, haloalkyl, alkylcycloalkyl, alkylcycloalkenyl and alkoxycarbonyl; wherein R 2 is selected from linear or branched lower alkyl, imidazolemethyl and benzyl; wherein R 3 is selected from lower alkyl, acylaminoalkyl, benzyl, naphthylmethyl, aryl and benzyl substituted at the phenyl portion by halo or lower alkyl or by both; wherein each of R 4 , R s , R s and Rs is independently selected from H or lower alkyl; wherein R 7 is selected from substituted or unsubstituted cycloalkyl, phenyl, cycloalkylalkyl and phenylalkyl, any one of which may be substituted with one or more groups selected from alkyl, alkoxy, halo, haloalkyl, lower alkenyl, lower alkynyl and cyano; and wherein each of R 10 and R 11 is independently selected from the groups H, lower alkyl, cycloalkyl, phenyl; benzyl, naphthyl and naphthylmethyl, any one of which groups having a substitutable position may be optionally substituted with or more of lower alkyl, alkoxy, alkenyl, alkynyl, halo, haloalkyl, cyano and phenyl, with the proviso that at least one of R 10 and R 11 is an aryl group, characterized in that an allylic acetate, appropriately substituted and suitable protected, as exemplified in the formula wherein R 7 is as defined, as ozonized under standard conditions, reduced with dimethyl sulfide to an aldehyde of the formula said aldehyde being treated with an organometallic reagent capable of delivering an alkyl group R 1 to the aldehyde to produce diols of the formula these diols being coupled in a known manner to the general acid of the formula wherein all substituents are as defined, whereby the initially obtained diol may also be hydrogenated to the saturated cyclohexane diol and again, coupled in a similar manner to said acids to yield the desired final compounds.