Multi-step reaction with 13 steps
1.1: 98 percent / imidazole / dimethylformamide
2.1: 82 percent / BCl3 / toluene
3.1: 94 percent / DCC; DMAP / CH2Cl2
4.1: TFA / CH2Cl2
5.1: 68 percent / DCC; HOBT / dimethylformamide
6.1: 100 percent / K2CO3; MeOH
7.1: Dess-Martin periodinane
8.1: dibromotetrachloroethane; triphenylphosphine; 2,6-lutidine
8.2: 90 percent / DBU / acetonitrile
9.1: 92 percent / TBAF; AcOH / CH2Cl2
10.1: 98 percent / Dess-Martin periodinane
11.1: 78 percent / CrCl2; NiCl2 / tetrahydrofuran; dimethylsulfoxide
12.1: 99 percent / Dess-Martin periodinane
13.1: 100 percent / PPh3; TBAF; PhMe2SiH / CuCl
With
1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; methanol; dmap; dibromotetrachloroethane; Dimethylphenylsilane; tetrabutyl ammonium fluoride; boron trichloride; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; nickel dichloride;
copper(l) chloride;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
11.1: Kishi-Nozaki coupling;
DOI:10.1016/S0040-4039(02)01553-8