Lithium hydroxide, monohydrate → N-[2,6-dichloro-4-[[[(1R)-1-(1-naphthalenyl)ethyl]amino]carbonyl]benzoyl]-3-[(thiophene-2-carbonyl)amino]-L-alanine

A solution of lithium hydroxide monohydrate (100 mg, 2.38 mmol) in water (5 mL) was added to a solution of N-[2,6-dichloro-4-[[[(1R)-1-(1-naphthalenyl)ethyl]amino]carbonyl]benzoyl]-3-[(thiophene-2-carbonyl)amino]-L-alanine, methyl ester (260 mg, 0.434 mmol) in tetrahydrofuran (15 mL) and methanol (5 mL), and the resulting mixture was stirred at room temperature overnight. The solution was evaporated, and the residue was partitioned between ethyl acetate (40 mL) and 1M HCl (10 mL). The organic layer was evaporated and the residue was dissolved in methanol (˜1 mL), purified by HPLC, and lyophilized to give N-[2,6-dichloro-4-[[[(1R)-1-(1-naphthalenyl)ethyl]amino]carbonyl]benzoyl]-3-[(thiophene-2-carbonyl)amino]-L-alanine (170 mg, 67%).

1. customThe solution was evaporated
2. customthe residue was partitioned between ethyl acetate (40 mL) and 1M HCl (10 mL)
3. customThe organic layer was evaporated
4. dissolutionthe residue was dissolved in methanol (˜1 mL)
5. custompurified by HPLC

ORD 기록

ord-d3d71ff0d5064bb9aa05b1c3a9699f2a

출처 데이터셋

uspto-grants-2004_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06803384B2