公开(公告)号：DE4112630A1

公开(公告)日：1991-10-31

申请号：DE4112630

申请日：1991-04-18

Applicant: BASF AG

Inventor： SCHMIDT RICHARD R PROF DR ,  FRICK WENDELIN DR

IPC: C07D317/26 ,  C07D317/30 ,  C07F9/54 ,  C07H15/18

Abstract: D-Mannose derivs. of formula (I) are new; where X = O or a gp. of formula X1; where R5 = CH2Ar or 1-6C alkyl; R1-R4 = 1-3C alkyl, or R1+R2 and/or R3+R4 may form a 5- or 6-membered ring; Ar = phenyl substd. by 0-2 of 1-4C alkyl or alkoxy. Intermediates of formula (III) are also new. Prodn. of 2-keto-3 -deoxy-D-manno -octonic acid derivs. of formula (II) is effected by catalytic hydrogenolysis of cpds. (I; X=X1); where R6 = H or 1-6C alkyl. USE - Cpds. (II) are useful as intermediates for synthesis of bacterial lipopolysaccharides with immunostimulant and antitumour activity.

公开(公告)号：DE4112629A1

公开(公告)日：1991-10-31

申请号：DE4112629

申请日：1991-04-18

Applicant: BASF AG

Inventor： SCHMIDT RICHARD R PROF DR ,  FRICK WENDELIN DR

IPC: C07F9/54

Abstract: Phosphonium salts of formula (I) are new, where Ar = phenyl opt. substd. by nonionic gps.; X = halogen. Prodn. of alpha-keto acids of formula (II) is effected by (a) reacting a carbonyl cpd. of formula (III) with (I) in an inert solvent in the presence of a base, and (b) removing the arylmethyl gps. from the resulting alpha,beta-unsatd. ester of formula (IV) by hydrogenolysis. R1 and R2 = H or organic gps., opt. forming a ring. USE - (II) include cpds. useful as intermediates for bacterial lipopolysaccharides (see DE4112630), amino acids or heterocyclic pharmaceuticals or plant protection agents.