Hydrochloric Acid → HCID 15558203, compound

HRID 1987684Notes

Reaction equation

HRID 1987684 reaction equation
CC1(C)[O:7][C@@H:6]2[C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH2:10][O:11][C@@H:5]2[CH2:4][O:3]1.Cl.C([O-])(O)=O.[Na+]>CO.CCOC(C)=O>[OH:3][CH2:4][C@@H:5]1[C@H:6]([OH:7])[C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH2:10][O:11]1

Participants

6

Procedure

To a solution of (−)-(4aR,7S,8S,8aR)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (22 mg, 0.10 mmol) in MeOH (2 mL) was added a solution of methanolic HCl (0.5 mL, prepared from 0.5 mL conc. HCl in 30 mL of MeOH). The solution was stirred for 1H at ambient temperature. Aqueous saturated NaHCO3 (5 mL) was added and the mixture was diluted with EtOAc (50 mL). The mixture was washed with saturated NaHCO3 (30 mL). The aqueous layer was washed with EtOAc (30 mL×2). The combined organic layers were dried over Na2SO4, and concentrated in vacuo

Workup

  1. washThe mixture was washed with saturated NaHCO3 (30 mL)
  2. washThe aqueous layer was washed with EtOAc (30 mL×2)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5fe94381566d4ea9b91c118cc5987464
Source dataset
uspto-grants-2009_06
Patent number
US07550607B2

Reaction notes

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