HCID 57187714, compound → HCID 57204024, compound

HRID 487831Notes

Reaction equation

HRID 487831 reaction equation
[OH:1][C:2]12[O:32][CH:25]([CH:26]([O:30][CH3:31])[CH2:27][CH:28]1[CH3:29])[CH:24]([O:33][CH3:34])[CH2:23][CH:22]([CH3:35])[CH2:21][C:20]([CH3:36])=[CH:19][CH:18]([CH2:37][CH3:38])[C:17](=[O:39])[CH2:16][CH:15]([OH:40])[CH:14]([CH3:41])[CH:13]([C:42]([CH3:50])=[CH:43][CH:44]1[CH2:49][CH2:48][CH:47]=[CH:46][CH2:45]1)[O:12][C:11](=[O:51])[CH:10]1[N:5]([CH2:6][CH2:7][CH2:8][CH2:9]1)[C:4](=[O:52])[C:3]2=[O:53]>CO.[Pd]>[OH:1][C:2]12[O:32][CH:25]([CH:26]([O:30][CH3:31])[CH2:27][CH:28]1[CH3:29])[CH:24]([O:33][CH3:34])[CH2:23][CH:22]([CH3:35])[CH2:21][C:20]([CH3:36])=[CH:19][CH:18]([CH2:37][CH3:38])[C:17](=[O:39])[CH2:16][CH:15]([OH:40])[CH:14]([CH3:41])[CH:13]([C:42]([CH3:50])=[CH:43][CH:44]1[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1)[O:12][C:11](=[O:51])[CH:10]1[N:5]([CH2:6][CH2:7][CH2:8][CH2:9]1)[C:4](=[O:52])[C:3]2=[O:53]

Participants

4

Reactant 1

HCID 57187714HCID 57187714, compound

Product 1

HCID 57204024HCID 57204024, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Example 50 (15 mg) in dry methanol (4 ml) was added 104 Pd-on-C (6 mg) and the resulting suspension was stirred in an ice bath for one hour under an atmosphere of hydrogen. The reaction mixture was then filtered and concentrated to an oil in vacuo. Chromatography on silica eluting with hexane in an increasing acetone gradient then gave the title compound as a foam (14 mg).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationconcentrated to an oil in vacuo

Sources & evidence

ORD record
ord-cbd87d39b830456fb37a653d37b5053b
Source dataset
uspto-grants-1994_03
Patent number
US05296489

Reaction notes

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