Multi-step reaction with 4 steps
1: 1.) sulfuryl chloride, 2.) p-toluenesulfonic acid / 1) CH2Cl2, rt, 2 h, reflux, 2 h; 2) benzene, reflux, 12 h
2: 42 percent / baker's yeast, KH2PO4, NH4H2PO4, MgSO4, CaCO3, glucose / H2O / 72 h / 35 °C
3: 1.) conc. HCl, 2.) Et3N / 1) water, rt, 1 d; 2) ether, rt, 2 d
4: 1.) diisopropylamine, butyllithium, 3.) I2 / 1) THF, -78 deg C, 30 min; 2) THF, 3 h; 3) THF, 30 min
With
hydrogenchloride; ammonium dihydrogen phosphate; potassium dihydrogenphosphate; n-butyllithium; sulfuryl dichloride; baker's yeast; D-glucose; iodine; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; diisopropylamine; calcium carbonate;
In
water;
DOI:10.1021/jo970045r