Diisobutylaluminum hydride → HCID 86731573, compound

Temperature

-78 °C

In a dry sealed vial was added (3aR,5S,6S,7R,7aR)-2-(ethylamino)-6,7-dihydroxy-N-methoxy-N-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-5-carboxamide (70.00 mg; 0.23 mmol; 1.00 eq.) in toluene (1.00 ml) and tetrahydrofuran (1.00 ml). The clear solution was cooled to −78° C. before hydrido(diisobutyl)aluminum (962.81 μl; 1.00 M; 0.96 mmol; 4.20 eq.) was added slowly. The obtained solution was stirred at −78° C. for 3 h before the reaction was quenched by addition of 1 mL H2O at −78° C. The obtained mixture was stirred at this temperature for 5 min before it is warmed up to room temperature. The mixture was filtered and the obtained filtrated was dried with lyophilize to afford the title compound as white solid.

1. customIn a dry sealed vial
2. additionwas added slowly
3. customwas quenched by addition of 1 mL H2O at −78° C
4. stirringThe obtained mixture was stirred at this temperature for 5 min before it
5. temperatureis warmed up to room temperature
6. filtrationThe mixture was filtered
7. filtrationthe obtained filtrated
8. customwas dried with lyophilize

ORD record

ord-f062cc6a260447d29a6102d069c5ac22

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08884023B2