sodium salt of choleic acid T=37°C; phospholipaze in HEPES buffer (pH 8.0);

sodium salt of choleic acid T=37°C; phospholipaze in HEPES buffer (pH 8.0);

With  tetrabutyl ammonium fluoride in  tetrahydrofuran 48 h;  Ambient temperature;  Yield given;   

Multi-step reaction with 7 steps 1: 91 percent / PPh3 / H2O; pyridine2: 88 percent / NEt3 / tetrahydrofuran3: iPr2NH*tetrazole / CH2Cl2; acetonitrile / 0.5 h4: tetrazole5: I2 / H2O; pyridine; CH2Cl2 6: 33percent HNMe2 / ethanol / Ambient temperature7: 86 percent / 1.) tetrabutylammonium fluoride (TBAF); 2.) ion exchange resin (H+, OH-) / 1.) THF, 35 deg C  

Multi-step reaction with 6 steps 1: 88 percent / NEt3 / tetrahydrofuran2: iPr2NH*tetrazole / CH2Cl2; acetonitrile / 0.5 h3: tetrazole4: I2 / H2O; pyridine; CH2Cl2 5: 33percent HNMe2 / ethanol / Ambient temperature6: 86 percent / 1.) tetrabutylammonium fluoride (TBAF); 2.) ion exchange resin (H+, OH-) / 1.) THF, 35 deg C  

Multi-step reaction with 3 steps 1: 1.) tetrazole, 2.) t-BuOOH / 1.) acetonitrile-THF, 2.) toluene2: Me3N / toluene3: Bu4N(1+)*F(1-) / tetrahydrofuran