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

HRID 1600128Notes

Reaction equation

HRID 1600128 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 stickyyellow 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-324916d62cb04291b58e93af45f7a979
Source dataset
uspto-grants-1998_04
Patent number
US05744465

Reaction notes

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