Multi-step reaction with 5 steps
1.1: dimethylsulfide borane complex / (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene; 2-methyltetrahydrofuran / 4 h / 40 - 45 °C / Industry scale
1.2: 1 h / 10 °C
2.1: sodium hydroxide / methyl tributylammonium chloride / water; 2-methyltetrahydrofuran / 2.33 h / 20 °C / Industry scale
3.1: n-hexyllithium / hexane; 2-methyltetrahydrofuran / -20 - 10 °C / Industry scale
3.2: 19.33 h / 65 - 75 °C
4.1: sodium hydroxide; water / hexane; 2-methyltetrahydrofuran / 2 h / 60 °C / Industry scale
4.2: pH 3.5
5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 0 °C
With
dimethylsulfide borane complex; water; n-hexyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
methyl tributylammonium chloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
2-methyltetrahydrofuran; hexane; water; N,N-dimethyl-formamide; toluene;