7-DIMETHYLAMINOCOUMARIN-4-ACETICACID

General procedure: N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDCI, 0.029g, 0.15mmol) and 1-hydroxybenzotriazole (HOBt, 0.015g, 0.11mmol) were sequentially added in batches to a stirring solution of 2-oxo-2H-chromene-6-carboxylic acid (4a, 0.019g, 0.10mmol) and N-((2R, 3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4- methoxybenzenesulfonamide (9, 0.043g, 0.105mmol) in dry DMF (1mL) at 0C under an argon atmosphere. The reaction mixture was stirred for 10minat 0C and then additional 1h at room temperature. 4-Dimethylaminopyridine (DMAP, 0.0024g, 0.020mmol) was added and the reaction mixture was stirred for another 2h at room temperature. The solvent was removed under reduced pressure. Water (4mL) was added to the residue and extracted with ethyl acetate (3×4mL). The combined organic phases were dried over Na2SO4, and evaporated, in vacuo. The residue was purified by chromatography on a silica gel column (30×6cm). Elution with 1:1 to 2:3 hexanes-ethyl acetate gave 6a as pale yellow crystalline powder: yield 0.050g (87%);General procedure: N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDCI, 0.029g, 0.15mmol) and 1-hydroxybenzotriazole (HOBt, 0.015g, 0.11mmol) were sequentially added in batches to a stirring solution of 2-oxo-2H-chromene-6-carboxylic acid (4a, 0.019g, 0.10mmol) and N-((2R, 3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4- methoxybenzenesulfonamide (9, 0.043g, 0.105mmol) in dry DMF (1mL) at 0C under an argon atmosphere. The reaction mixture was stirred for 10minat 0C and then additional 1h at room temperature. 4-Dimethylaminopyridine (DMAP, 0.0024g, 0.020mmol) was added and the reaction mixture was stirred for another 2h at room temperature. The solvent was removed under reduced pressure. Water (4mL) was added to the residue and extracted with ethyl acetate (3×4mL). The combined organic phases were dried over Na2SO4, and evaporated, in vacuo. The residue was purified by chromatography on a silica gel column (30×6cm). Elution with 1:1 to 2:3 hexanes-ethyl acetate gave 6a as pale yellow crystalline powder: yield 0.050g (87%);General procedure: N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDCI, 0.029g, 0.15mmol) and 1-hydroxybenzotriazole (HOBt, 0.015g, 0.11mmol) were sequentially added in batches to a stirring solution of 2-oxo-2H-chromene-6-carboxylic acid (4a, 0.019g, 0.10mmol) and N-((2R, 3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4- methoxybenzenesulfonamide (9, 0.043g, 0.105mmol) in dry DMF (1mL) at 0C under an argon atmosphere. The reaction mixture was stirred for 10minat 0C and then additional 1h at room temperature. 4-Dimethylaminopyridine (DMAP, 0.0024g, 0.020mmol) was added and the reaction mixture was stirred for another 2h at room temperature. The solvent was removed under reduced pressure. Water (4mL) was added to the residue and extracted with ethyl acetate (3×4mL). The combined organic phases were dried over Na2SO4, and evaporated, in vacuo. The residue was purified by chromatography on a silica gel column (30×6cm). Elution with 1:1 to 2:3 hexanes-ethyl acetate gave 6a as pale yellow crystalline powder: yield 0.050g (87%);

Molecular Weight:247.25
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:247.08445790
Monoisotopic Mass:247.08445790
Topological Polar Surface Area:66.8
Heavy Atom Count:18
Complexity:389
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes