HCID 131732502, compound → HCID 123869053, compound

Participants

Reaction Steps

In the dry box to a 85 ml Parr autoclave with stir bar and glass liner, add 1,1′-bis(di-i-propylphosphino)ferrocene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate (7 mg, 0.010 mmol). Add ethyl (2E)-3-{(1S,3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-[(2,6-dichlorophenyl)acetyl]-1-methyl-1,2,3,4-tetrahydroisoquinolin-5-yl}prop-2-enoate (133 mg, 0.23 mmol) as a solution in anhydrous methanol (5 mL). Seal the autoclave and remove from the dry box. Purge the vessel with hydrogen and pressurize to 690 kPa of hydrogen. Stir at room temperature overnight. Vent and open the vessel. Concentrate the reaction mixture under reduced pressure. Purify the residue by silica gel chromatography, eluting with 25% methyl t-butyl ether:hexanes to give the title compound as a clear colorless oil (121 mg, 0.21 mmol). MS (m/z): 578 (M+1).

Provenance & Evidence