Simple and high yield synthesis of (±)10,10′-dimethyl-dotriacontan-1,1′-diol as a building block for branched bola compounds.: Preparation of (±)10,10′-dimethyl-dotriaconta-1,1′-diyl-bis[2-(trimethylammonio)ethyl phosphate] and the corresponding unbranched equivalent

The synthesis of a specially methyl branched bipolar hydrocarbon chain is described by alkylation of 1,12-dibro-mododecane with two equivalents of the dianion of undec-10-enoic acid. The subsequent transformation includes the reduction of the carboxyl groups to methyl branches and the hydroboration of the terminal olefines. The resulting 1,32 diol is suitable for phosphorylation in order to form the corresponding 1,1'bis-phosphocholine. (C) 1997 Elsevier Science Ireland Ltd.