2,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactone → Wrypvzdhvrcrog-xjksgupxsa-

HRID 2104225Notes

Reaction equation

HRID 2104225 reaction equation
[C:1]([O:9][C@@H:10]1[C@H:16](OC(=O)C2C=CC=CC=2)[C@@H:15]([O:26][C:27](=[O:34])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C@H:14]([CH3:35])[O:13][C:11]1=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCN(CC)CC.C(Cl)(Cl)Cl>[C:1]([O:9][C:10]1[C:11]([O:13][C@@H:14]([CH3:35])[C@H:15]([O:26][C:27](=[O:34])[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:16]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 112368422,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactone

Product 1

HCID 11221893Wrypvzdhvrcrog-xjksgupxsa-Yield 65%

Reagents, catalysts & solvents 1

HCID 18929042Triethylamine chloroformSolvent

Procedure

The compound (VII) (13.2 g, 27.8 mmol) is dissolved in Et3N:CHCl3 (1:4, 500 ml) under N2 current and stirred for 16 hours at a room temperature. After the reaction is finished, it is washed by water. An organic layer is dried using anhydrous MgSO4. The solution is vacuum concentrated and then the compound (VIII) (6.37 g, 65%) is isolated using flash column chromatography (toluene/EtOAc, 10:1, v/v).

Workup

  1. washit is washed by water
  2. customAn organic layer is dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-44de9b80a9324e41ac6621254c1a76c5
Source dataset
uspto-grants-2009_08
Patent number
US07576225B2

Reaction notes

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