citrate buffer; dl-cysteine hydrochloride; papain T=50°C; 24 h;

antibody 3G2; Tris buffer; water in dimethyl sulfoxide T=25°C; Rate constant;

1: N-chlorosuccinimide, Et3N / methanol / 0 °C 2: 1.) O3, 2.) (CH3)2S / 1.) CH2Cl2, CH3OH, -78 deg C, 2.) CH2Cl2, CH3OH, from -78 deg C to 25 deg C 3: CrO3, H2SO4 / H2O; acetone View Scheme

1: 1.) O3, 2.) (CH3)2S / 1.) CH2Cl2, CH3OH, -78 deg C, 2.) CH2Cl2, CH3OH, from -78 deg C to 25 deg C 2: CrO3, H2SO4 / H2O; acetone View Scheme

ruthenium trichloride; boron trifluoride diethyl etherate; sodium carbonate; acetic acid; periodic acid; zinc 1.) toluene, -78 deg C, 30 min; 2.) water, 40 deg C, 2 h; 3.) THF, water, r.t., 12 h; 4.) CCl4, CH3CN, water, 50 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

resolved on CSP cellulose tris(3,5-dimethylphenylcarbamate) by chiral HPLC;

(i), (ii) (racemate resolution using papaine); Multistep reaction;