Triphenylphosphine → N-(2-Bromoethyl)-N-[2-(1,1-dimethylethoxy)-2oxoethyl]-L-tryptophan 1,1-dimethylethyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-N-(2-hydroxyethyl)-L-tryptophan 1,1-dimethyl-ethyl ester (4.64 g; 11.09 mmol) in CH2Cl2 (44 mL; freshly distilled over CaH2) under an inert atmosphere, solid Ph3P (2.9 g; 11.09 mmol) was added. The solution was cooled to 0° C. and then solid NBS (1.97 g; 11.09 mmol) was portionwise added (45 min), waiting for complete dissolution after each addition. The reaction was monitored by TLC:

Provenance & Evidence