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-b3fefb6ee04841b5ba132e405aa431ed

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08993555B2