Sodium Hydroxide → beta-Cyclodextrin

Synthesis of H-Glu-Glu-Adamantane 7. H-Glu(Bn)-OH (3.55 g, 15 mmol) was dissolved in water (16 mL) containing sodium bicarbonate (1.26 g, 15 mmol). To the mixture was added Z-Glu(Bn)-OSu (4.68 g, 10 mmol) in THF (30 mL). To the mixture was added another 30 mL THF, 20 mL CH3CN and then 2N NaOH 10 mL. The solution was stirred for 16 hours at room temperature. THF and CH3CN was evaporated under high vacuum. To the aqueous mixture was added 1 N HCl to adjust the pH to 3. Precipitation was observed. The mixture was extracted with chloroform (3×30 mL). The organic phase was dried with MgSO4. MgSO4 was removed by filtration. Organic solvent was evaporated to give white sticky solid 6. 6 was used for next step reaction without further purification.

1. customTHF and CH3CN was evaporated under high vacuum
2. additionTo the aqueous mixture was added 1 N HCl
3. customPrecipitation
4. extractionThe mixture was extracted with chloroform (3×30 mL)
5. dry with materialThe organic phase was dried with MgSO4
6. customMgSO4 was removed by filtration
7. customOrganic solvent was evaporated

ORD-Eintrag

ord-9b89311165e74808b6b07bef2e55cc25

Quelldatensatz

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08092833B2