Binap, (A+-)- → HCID 58113978, compound

Participants

Reaction Steps

An argon purged flask was charged with 3-(tert-butyl-dimethyl-silanoxy)-1-(S)-methylpropylamine (3.50 g, 17.24 mmol), 5-(3,3-dimethyl-but-1ynyl)-3-iodo-thiophene-2-carboxylic acid methyl ester (3.0 g, 8.62 mmol), Pd(OAc)2 (288 mg, 1.29 mmol), and ±-BINAP 801 mg, 1.29 mmol). Argon degassed toluene (90 mL) was add to the reaction mixture and the reaction was placed in a preheated 120° C. oil bath and stirred for 16 h. The solvent was removed under reduced pressure and taken up in hexanes. 3-[3-(tert-butly-dimethyl-silanoxy)-1-(S)-methyl-propylamino]-5-(3,3-dimethyl-but-1-ynyl)thiophene-2-carboxylic acid methyl ester was isolated by silica gel chromatography (2.87 g, 79%) as a yellow solid.

Provenance & Evidence