反应详情

To (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (51A) (8.05 g, 22.39 mmol) in THF (90 mL) at −78° C. was added a 1 M solution of Super-Hydride® in THF (112 mL, 112 mmol) in five portions over 15 min The cold bath was removed and the reaction was allowed to warm to rt. After 3 h, the reaction was poured into a 1-L Erlenmeyer flask and was carefully quenched with ice while stirring and then diluted with EtOAc. The layers were separated and the organic layer washed with 1 M H3PO4, NaHCO3 and brine, dried (MgSO4), filtered and concentrated. The residue was diluted with CH2Cl2, stirred with silica gel overnight, then concentrated and purified via flash chromatography eluting with 30% EtOAc/hexane to obtain the title compound (6.70 g) as a clear oil.

1. customwas removed
2. additionthe reaction was poured into a 1-L Erlenmeyer flask
3. customwas carefully quenched with ice
4. additiondiluted with EtOAc
5. customThe layers were separated
6. washthe organic layer washed with 1 M H3PO4, NaHCO3 and brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated
10. additionThe residue was diluted with CH2Cl2
11. stirringstirred with silica gel overnight
12. concentrationconcentrated
13. custompurified via flash chromatography
14. washeluting with 30% EtOAc/hexane