Reaction #456383
ord-04f9233ca35a4d5a8bdd161add6d8a95
Reaction equation
sodium bicarbonate
N-[(1,1-dimethylethoxy) carbonyl]-O-[(trifluoromethyl) sulphonyl]-L-tyrosine
(S)N-(2-(mercaptomethyl)-1-oxo-3-phenylpropyl]4- (2-thienyl)L-phenylalanine
naphthalene boronic acid
→
expected product
(S)N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]4-(1-naphthyl)-L-phenylalanin
Reactants
Reagents
None
Solvents
Conditions
Detailed conditions
See reaction.notes.procedure_details.
Procedure
The operation is carried out as in Stage 1 of Example 10 starting with methyl ester of N-[(1,1-dimethylethoxy) carbonyl]-O-[(trifluoromethyl) sulphonyl]-L-tyrosine (prepared as indicated in Stage 1 of Example 10), 10 ml of toluene, 282 mg of naphthalene boronic acid and 169.7 mg of sodium bicarbonate, the solution is agitated for 15 minutes, then 94.77 mg of 5-tetrakis (triphenylphosphine) is added. In this way 165.7 mg of expected product is obtained.