HCID 86714078, compound → HCID 86714079, compound

HRID 2206768Notes

Reaction equation

HRID 2206768 reaction equation
[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([C:19]2[CH:28]=[C:27]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36](=O)[CH3:37])=[CH:32][CH:31]=3)[C:26]([Cl:39])=[C:25]3[C:20]=2[CH2:21][CH2:22][CH2:23][O:24]3)[O:7][C@@H:6]1[CH2:40][O:41][C:42](=[O:44])[CH3:43])(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([C:19]2[CH:28]=[C:27]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([CH:36]=[CH2:37])=[CH:32][CH:31]=3)[C:26]([Cl:39])=[C:25]3[C:20]=2[CH2:21][CH2:22][CH2:23][O:24]3)[O:7][C@@H:6]1[CH2:40][O:41][C:42](=[O:44])[CH3:43])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 86714078HCID 86714078, compound

Product 1

HCID 86714079HCID 86714079, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of acetate 178 (480 mg, 0.76 mmol) in Toluene (10 mL) was added p-TsOH monohydrate. The mixture was stirred for 90 min at 120° C. The mixture was cooled to rt and evaporated in vacuo. The residue was purified by silica gel column chromatography to provide the product 179 (270 mg, 58%).

Workup

  1. temperatureThe mixture was cooled to rt
  2. customevaporated in vacuo
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-6c1f6a060cd84a188f054d4877219ded
Source dataset
uspto-grants-2016_06
Patent number
US09371303B2

Reaction notes

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