N-tert-Butoxycarbonyl-4-cyanophenyl-D-alanine

off-white powder

General procedure: N, N?-Carbonyldiimidazole (1.1mmol) was added to a solution of (R)- or (S)-Boc-protected amino acid (1.0mmol), in anhydrous THF (10mL) under N2. The reaction mixture was stirred at room temperature overnight, then a solution of the appropriate amine (1.0mmol) in anhydrous THF was added. The reaction mixture was stirred at room temperature for 6h. Then, the solvent was removed in vacuo and the residue was partitioned between EtOAc (20mL) and H2O (2× 20mL). The aqueous layers were separated and extracted twice with EtOAc (20mL). The collected organic layers were dried (Na2SO4) and evaporated in vacuo. The crude residue was purified through flash chromatography (gradient eluition from 30% to 70% ethyl acetate in n-hexane) to give pure target compound as a white solid.General procedure: N, N?-Carbonyldiimidazole (1.1mmol) was added to a solution of (R)- or (S)-Boc-protected amino acid (1.0mmol), in anhydrous THF (10mL) under N2. The reaction mixture was stirred at room temperature overnight, then a solution of the appropriate amine (1.0mmol) in anhydrous THF was added. The reaction mixture was stirred at room temperature for 6h. Then, the solvent was removed in vacuo and the residue was partitioned between EtOAc (20mL) and H2O (2× 20mL). The aqueous layers were separated and extracted twice with EtOAc (20mL). The collected organic layers were dried (Na2SO4) and evaporated in vacuo. The crude residue was purified through flash chromatography (gradient eluition from 30% to 70% ethyl acetate in n-hexane) to give pure target compound as a white solid.

Molecular Weight:290.31
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:290.12665706
Monoisotopic Mass:290.12665706
Topological Polar Surface Area:99.4
Heavy Atom Count:21
Complexity:425
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes