Tetrahydrofuran → 3-(6-methoxy-alpha-methyl-2-naphthalenacetyl)-(R)-2-oxothiazolidin-4-carboxylic acid 4-(bromobutyl) ester

Participants

Reaction Steps

To a solution of 3-(6-methoxy-α-methyl-2-naphthalenacetyl)-(R)-2-oxothiazolidin-4-carboxylic acid (6.79 g, 18.9 mmoles) in tetrahydrofuran (100 ml) triphenylphosphine (9.91 g, 37.8 mmoles) and carbon tetrabromide (12.53 g, 37.8 mmoles) are added. The reaction mixture is left under stirring for 16 hours at room temperature, then the solvent is removed by evaporation at reduced pressure. The obtained crude product is purified by chromatography on silica gel eluting with n-hexane/ethyl acetate 7/3. 1.83 g of the ester are obtained in the form of an oil.

Provenance & Evidence