Triethylamine → (S)-Methanesulphonic acid 2-Boc-aminopropyl ester

Temperatur

0 °C

(S)-tert-Butyl 1-hydroxypropan-2-ylcarbamate (10.25 g, 58.5 mmol) was dissolved DCM (20 ml). Triethylamine (12.23 ml, 87.7 mmol) was added and the solution was cooled to 0° C. under nitrogen. Methanesulfonylchloride (5.0 ml, 64.3 mmol) was diluted with DCM (5 ml) and added drop wise to the reaction mixture keeping the temperature under 10° C. After addition, the reaction mixture was allowed to warm up to RT and stirring was continued for 36 h. Next, the reaction mixture was diluted with DCM (150 ml) and washed several times with NaHCO3-solution and water, the organic layer dried with Na2SO4, filtered and evaporated affording 8.78 g of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 1.06 (d, 3H), 1.38 (s, 9H), 3.16 (s, 3H), 3.75 (m, 1H), 4.04 (m, 2H), 6.93 (m, 1H).

1. additionadded drop wise to the reaction mixture
2. customunder 10° C
3. additionAfter addition
4. temperatureto warm up to RT
5. washwashed several times with NaHCO3-solution and water
6. dry with materialthe organic layer dried with Na2SO4
7. filtrationfiltered
8. customevaporated

ORD-Eintrag

ord-7d6b628b9eb347ed90ea7a4d646d0a17

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08975254B2