Water → (S)-tert-Butyl (1-hydroxy-3-methylbutan-2-yl)(methyl)carbamate

温度

0 °C

20.0 g Boc-MeVal-OH (86.5 mmol; Fluka) were dissolved in 80 ml THF and cooled to 0° C. 130 ml 1M BH3-THF (0.13 mol; Fluka) were added at 0° C. over 1 h and the clear, colo reaction mixture was warmed up and stirred at RT for 1 h. The reaction mixture was again cooled to 0° C., 75 ml deionized water were carefully added at 0-5° C. over 0.5 h and after warming up to RT stirring was continued for 1 h. To the colorless solution were added 150 ml 10% Na2CO3 all at once and after stirring for 1 h the reaction mixture was extracted with 600 ml and 300 ml ethyl acetate. The organic layers were washed with brine and dried (Na2SO4). Removal of the solvent by rotary evaporation gave 17.4 g (94%) product as colorless oil. 1H-NMR:

1. customthe clear, colo reaction mixture
2. temperaturewas warmed up
3. temperatureThe reaction mixture was again cooled to 0° C.
4. additionwere carefully added at 0-5° C. over 0.5 h
5. temperatureafter warming up to RT
6. stirringstirring
7. waitwas continued for 1 h
8. stirringafter stirring for 1 h the reaction mixture
9. extractionwas extracted with 600 ml and 300 ml ethyl acetate
10. washThe organic layers were washed with brine
11. dry with materialdried (Na2SO4)
12. customRemoval of the solvent
13. customby rotary evaporation

ORDレコード

ord-859cec6dd58c434a95af38e53a7d858b

出典データセット

uspto-grants-2007_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07312343B2