3-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose → 3-O-Benzyl-1,2-O-isopropylidene-a-D-glucofuranose

HRID 1893156Notes

Reaction equation

HRID 1893156 reaction equation
[CH2:1]([O:8][CH:9]1[CH:16]2[CH:12]([O:13][C:14]([CH3:18])([CH3:17])[O:15]2)[O:11][CH:10]1[CH:19]1[CH2:23][O:22]C(C)(C)[O:20]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C>[CH2:1]([O:8][CH:9]1[CH:16]2[CH:12]([O:13][C:14]([CH3:18])([CH3:17])[O:15]2)[O:11][CH:10]1[CH:19]([OH:20])[CH2:23][OH:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 979073-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose

Product 1

HCID 2490933-O-Benzyl-1,2-O-isopropylidene-a-D-glucofuranoseYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a flask charged with 6-Benzyloxy-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole was added 75% aqueous solution of acetic acid. The reaction was stirred, extracted, washed, dried and the solvent was evaporated to provide the titled compound in 80% yield.

Workup

  1. extractionextracted
  2. washwashed
  3. customdried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d6478b0920ae44b7b10c7448e26b9700
Source dataset
uspto-grants-2013_08
Patent number
US08513214B2

Reaction notes

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