Non-peptidyl beta-succinamidoacyl aminodiols as anti-hypertensive agents

Claim 1

Process for preparing a compound of the formula: wherein X is selected from wherein Y and Q are selected from CH 2 , , O, S, SO, SO 2 and NR 11 , wherein R 10 is H or lower alkyl, R 11 is selected from H, phenyl and and wherein R 12 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, imidazolmethyl 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 and R 5 is independently selected from H and lower alkyl; wherein R 6 is selected from H or phenyl; 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 8 and R 9 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 a least one of R s and Rs is an aryl group, characterized in that an allylic acetate, appropriately substituted and suitably protected, as exemplified in the formula wherein Rs and R 7 are as defined above, is ozonized under standard conditions and subsequently 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, to the aldehyde to produce diols of the formula said diols being coupled in a known manner to the generalized acids of the formula with all substituents as defined leading compounds of the formula and subsequently being coupled to acids of the formula the initially obtained diol optionally being hydrogenated to the saturated cyclohexane diol and again, coupled in a similar manner to above acids to yield the desired final products.