Water → (3aS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

(3 aR,6aR)-2,2-dimethyldihydro-3 aH-cyclopenta[d][1,3]dioxol-4(5H)-one (1-2) (2.75 g, 17.6 mmol, 1 equiv) was dissolved in methanol (166 mL) and sodium borohydride (1.0 g, 26.4 mmol, 1.5 equiv) was added portion wise at 0° C. Upon disappearance of the starting material as monitored by LC-MS analysis, water was added and the mixture was concentrated. The aqueous phase was extracted with DCM (3×100 mL), the combined organics were dried (Na2SO4), and the solvent was removed to afford (3AS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol (1-3) as a colorless oil that did not require further purification.

1. additionwas added
2. concentrationthe mixture was concentrated
3. extractionThe aqueous phase was extracted with DCM (3×100 mL)
4. dry with materialthe combined organics were dried (Na2SO4)
5. customthe solvent was removed

ORDレコード

ord-da1b85dbb0ba4c429867c590c47a462a

出典データセット

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08629275B2