Sodium Hydroxide → 3-{2-[(Cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetyl)amino]-1,3-thiazol-4-yl}propanoic acid

20 mg (0.1 mmol) of ethyl 3-(2-amino-1,3-thiazol-4-yl)propanoate [Beilstein Reg. No. 9762098], 41.7 mg (0.13 mmol) of TBTU and 25.8 mg of ethyldiisopropylamine were added to a solution of 39.2 mg (0.1 mmol) of cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid (Example 51A) in 0.5 ml DMSO. The mixture was stirred at room temperature overnight. 0.3 ml of 2 M aqueous sodium hydroxide solution was then added, and the mixture was once more stirred overnight. The solvent was then evaporated, and the residue obtained was purified directly by preparative HPLC/MS. This gave 7.1 mg (0.013 mmol, 13% of theory) of the title compound.

1. stirringthe mixture was once more stirred overnight
2. customThe solvent was then evaporated
3. customthe residue obtained
4. customwas purified directly by preparative HPLC/MS

ORDレコード

ord-2f09242a04fc43dbb3e7b7314aa1bdce

出典データセット

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08987256B2