1-Acetoxy-2-bromoethane → racemic (2'R,3R,4'S)-6-bromo-4'-(3-chlorophenyl)-1'-(2-hydroxyethyl)-2'-isopropenyl-2,3-dihydro-2,6'-dioxospiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilane

To a mixture of racemic (2′R,3R,4′S)-6-bromo-4′-(3-chlorophenyl)-2′-isopropenyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane (150 mg, 0.26 mmol) and acetic acid 2-bromo-ethyl ester (867 mg, 5.22 mmol) was added LiH (63 mg, 7.9 mmol). The mixture was stirred at room temperature for 20 h, then diluted with ethyl acetate (10 mL), quenched with water (10 mL). The organic layer was separated, washed with water for 5 times, dried over Na2SO4, and concentrated. The residue was purified by column chromatography to give product (57 mg).

1. customquenched with water (10 mL)
2. customThe organic layer was separated
3. washwashed with water for 5 times
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customThe residue was purified by column chromatography

ORDレコード

ord-30aa566382724fba854686ac26ee8a2f

出典データセット

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07495007B2