HCID 86714030, compound → HCID 71110555, compound

HRID 576418Notes

Reaction equation

HRID 576418 reaction equation
[Cl:1][C:2]1[C:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][CH:14]=2)=[CH:10][C:9]([C@H:22]2[C@H:27]([O:28]CC3C=CC=CC=3)[C@@H:26]([O:36]CC3C=CC=CC=3)[C@H:25]([O:44]CC3C=CC=CC=3)[C@@H:24]([CH2:52][O:53]CC3C=CC=CC=3)[O:23]2)=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][O:7]2>C1COCC1.CO.[Pd]>[Cl:1][C:2]1[C:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][CH:14]=2)=[CH:10][C:9]([C@H:22]2[C@H:27]([OH:28])[C@@H:26]([OH:36])[C@H:25]([OH:44])[C@@H:24]([CH2:52][OH:53])[O:23]2)=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][O:7]2

Participants

4

Reactant 1

HCID 86714030HCID 86714030, compound

Product 1

HCID 71110555HCID 71110555, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of compound 30 (255 mg, 0.309 mmol) in THF/MeOH (15 mL/15 mL) was added 10% Pd/C (71 mg) at rt. The reaction mixture was stirred at r.t. for 15 hours under hydrogen and filtered off. The filtrate was concentrated in vacuo and the residue was purified using reverse phase preparative HPLC to provide the title compound E012 (51 mg, 36%).

Workup

  1. filtrationfiltered off
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue was purified

Sources & evidence

ORD record
ord-098cd945f30b44d0965c858a6409c283
Source dataset
uspto-grants-2015_05
Patent number
US09034921B2

Reaction notes

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