diisobutylaluminium hydride in diethyl ether; toluene T=0°C; 1 h;

1: With benzoic acid in chloroform T=-50 - -30°C; aza-Michael addition; 70 h; 2: With sodium tetrahydroborate in methanol; chloroform T=0°C; 0.5 h; Further stages. Title compound not separated from byproducts.;

diisobutylaluminium hydride in diethyl ether; toluene T=0°C; 1 h;

1.1: acetyl chloride / 36 h 1.2: Et3N / CH2Cl2 / 24 h / 20 - 40 °C 2.1: aq. HCl; Burkholderia cepacia lipase / tetrahydrofuran; aq. phosphate buffer / 10 h / 25 °C / pH 7 3.1: 80 percent / DIBAL-H / toluene; diethyl ether / 1 h / 0 °C View Scheme

1.1: Novozym 435(R) / 6 h / pH 7 2.1: acetyl chloride / 36 h 2.2: Et3N / CH2Cl2 / 24 h / 20 - 40 °C 3.1: aq. HCl; Burkholderia cepacia lipase / tetrahydrofuran; aq. phosphate buffer / 10 h / 25 °C / pH 7 4.1: 80 percent / DIBAL-H / toluene; diethyl ether / 1 h / 0 °C View Scheme

1.1: acetyl chloride / 36 h 1.2: Et3N / CH2Cl2 / 24 h / 20 - 40 °C 2.1: aq. HCl; Burkholderia cepacia lipase / tetrahydrofuran; aq. phosphate buffer / 10 h / 25 °C / pH 7 3.1: 80 percent / DIBAL-H / toluene; diethyl ether / 1 h / 0 °C View Scheme

1.1: 1.66 g / aq. HCl / dioxane / 3 h / Heating 2.1: acetyl chloride / 36 h 2.2: Et3N / CH2Cl2 / 24 h / 20 - 40 °C 3.1: aq. HCl; Burkholderia cepacia lipase / tetrahydrofuran; aq. phosphate buffer / 10 h / 25 °C / pH 7 4.1: 80 percent / DIBAL-H / toluene; diethyl ether / 1 h / 0 °C View Scheme