HCID 86714030, compound → HCID 71110555, compound

HRID 2206790Notes

Reaction equation

HRID 2206790 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-ce75f00ed0884d6395b810bf8319670a
Source dataset
uspto-grants-2016_06
Patent number
US09371303B2

Reaction notes

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