Methanol → HCID 86714889, compound

1.59 ml (3.18 mmol) of lithium borohydride (2 M in THF) were initially charged in 2.5 ml of dry THF, 0.80 ml (6.30 mmol) of chlorotrimethylsilane were added at RT and the mixture was stirred at RT for 5 min. Subsequently, 200 mg (1.27 mmol) of (2S)-amino(2-thienyl)acetic acid were added in portions and the reaction mixture was stirred at RT overnight. 2.5 ml of methanol were added dropwise to the reaction mixture, and the mixture was concentrated. The residue was admixed with 1.5 ml of a 20% aqueous potassium hydroxide solution and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulphate, filtered and concentrated. 173 mg of the target compound were obtained (90% of theory).

1. stirringthe reaction mixture was stirred at RT overnight
2. concentrationthe mixture was concentrated
3. extractionextracted three times with dichloromethane
4. dry with materialThe combined organic phases were dried over sodium sulphate
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-4d0a994bc47540bd9b4295a64bb4ca4d

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422285B2