1,2,3,4-Tetrahydroisoquinoline → (S)-2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline

To a solution of 1,2,3,4-tetrahydroisoquinoline (5 g, 7.52 mmol) in THF (100 mL) was added KF (8.57 g, 150.4 mmol) at 0° C. (R)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (10.7 g, 41.4 mmol) was added to the reaction in 1 h. The solution was stirred at room temperature overnight. The solid was removed by filtration and washed with THF. The solution was then concentrated and the residue used for next step without further purification (11.3 g Yield 80%). LCMS (m/z): 190.1 (M+1).

1. additionwas added to the reaction in 1 h
2. customThe solid was removed by filtration
3. washwashed with THF
4. concentrationThe solution was then concentrated
5. customthe residue used for next step without further purification (11.3 g Yield 80%)

ORD-Eintrag

ord-61298a43596a471a8bc7e45dc3573379

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09266836B2