合成路线1

The intermediate pyrroloindole (VIII) was prepared from the previously reported (S)-aminoindoline (I). Michael addition of methyl propiolate (II) to aminoindoline (I) in MeOH provided the aminoacrylate (IIIa-b). Oxidative cyclization of (IIIa-b) was effected with Pd(OAc)2 in DMA to afford the 3-(methoxycarbonyl)pyrroloindole (IV). Simultaneous reduction of both the methyl ester and acetate groups of (IV) with borane-dimethyl sulfide complex gave rise to alcohol (V). Chlorination of (V) to give the chloromethyl derivative (VI) was carried out by treatment with triphenylphosphine and carbon tetrachloride. The O-benzyl protecting group of (VI) was subsequently removed by transfer hydrogenolysis yielding phenol (VII). The N-Boc group of (VII) was then cleaved under acidic conditions to furnish (VIII).