HCID 14430532, compound → 119241-37-1

HRID 1088419Notes

Reaction equation

HRID 1088419 reaction equation
C([O:4][C@H:5]1[O:17][C@@H:16]([CH3:18])[C@H:11]([O:12]C(=O)C)[C@@:7]([O:9][CH3:10])([CH3:8])[CH2:6]1)(=O)C>Cl>[OH:4][C@H:5]1[O:17][C@@H:16]([CH3:18])[C@H:11]([OH:12])[C@@:7]([O:9][CH3:10])([CH3:8])[CH2:6]1

Participants

3

Reactant 1

HCID 14430532HCID 14430532, compound

Product 1

HCID 10012435119241-37-1Yield 126%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1,4-Di-O-actyl-β-L-cladinose (2.18 g) was dissolved in 0.1N aqueous hydrochloric acid (245 mL) and the mixture was allowed to remain at 25° C. for 1 h. The mixture was extracted with diethyl ether and the ether layer was retained. The aqueous acid layer was neutralized and extracted with dichloromethane. The latter was combined with the ether extract and dried (MgSO4), filtered and evaporated to dryness to give 4-O-acetyl-α- and β-L-cladinose (1.86 g, 100%) as a colorless gum that was used without further purification.

Workup

  1. extractionThe mixture was extracted with diethyl ether
  2. extractionextracted with dichloromethane
  3. extractionextract
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-e0bc53b2c7624f19a0004dd0499d08eb
Source dataset
uspto-grants-1990_10
Patent number
US04962146

Reaction notes

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