2,5-Anhydro-4-deoxy-D-erythro-pentose dimethyl acetal → HCID 67649003, compound

HRID 54798Notes

Reaction equation

HRID 54798 reaction equation
C[O:2][CH:3]([O:10]C)[C@@H:4]1[O:9][CH2:8][CH2:7][C@H:5]1[OH:6].[H][H]>O>[OH:6][C@@H:5]1[CH2:7][CH2:8][O:9][C@H:4]1[CH:3]([OH:10])[OH:2]

Participants

4

Reactant 2

HCID 216049682,5-Anhydro-4-deoxy-D-erythro-pentose dimethyl acetalHCID 178418361HCID 178418361, compound

Product 1

HCID 67649003HCID 67649003, compoundYield 14.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 9.25 g of product from Example 172, 15 ml of water and 1.5 g of DOWEX-50W-X8 (100-200 mesh, hydrogen form) is heated at 95° C. for 4 hours. The reaction mixture is cooled to room temperature, filtered and the residue washed with water. The filtrate is treated with toluene and concentrated in vacuo to give 1.1 g of the desired product as a sticky yellow oil.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. filtrationfiltered
  3. washthe residue washed with water
  4. additionThe filtrate is treated with toluene
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-05da4e5d9bcc432d82c1ca3984310d1b
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Reaction notes

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