HCID 178521081, compound → HCID 178526947, compound

HRID 1672518Notes

Reaction equation

HRID 1672518 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[NH:7][CH:8]=[C:9]([C@@H:11]([OH:18])[C@H:12]([OH:17])[C@H:13]([OH:16])[CH2:14][OH:15])[N:10]=2)=[N:2]1>O>[OH2:1].[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[NH:7][CH:8]=[C:9]([C@@H:11]([OH:18])[C@H:12]([OH:17])[C@H:13]([OH:16])[CH2:14][OH:15])[N:10]=2)=[N:2]1

Participants

3

Reactant 1

HCID 178521081HCID 178521081, compound

Product 1

HCID 178526947HCID 178526947, compoundYield 152.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
93.5 °C

Procedure

To a dried 20 L three-necked flask equipped with a thermometer controller, a mechanical stirrer, and a dropping funnel protected under nitrogen was charged 1200 g (1R,2S,3R)-1-(2-(isoxazol-3-yl)-1H-imidazol-4-yl)butane-1,2,3,4-tetraol and 14000.0 g (11.7×) of water. The mixture was heated to 90-97° C. until the solid was dissolved completely. After polish filtration, the solution was cooled to 15-20° C., filtered, washed with 1200 g (1.0×) of water and 1200 g (1.0×) of ethanol, then dried under vacuum at 40-45° C. to yield 980 g of captioned compound as a white solid.

Workup

  1. customTo a dried 20 L three-necked flask equipped with a thermometer controller, a mechanical stirrer, and a dropping funnel
  2. dissolutionwas dissolved completely
  3. filtrationAfter polish filtration
  4. temperaturethe solution was cooled to 15-20° C.
  5. filtrationfiltered
  6. washwashed with 1200 g (1.0×) of water and 1200 g (1.0×) of ethanol
  7. customdried under vacuum at 40-45° C.

Sources & evidence

ORD record
ord-6825d8a7a4aa451d919bdb08a297a0a0
Source dataset
uspto-grants-2011_08
Patent number
US07998994B2

Reaction notes

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