HCID 57206089, compound → HCID 86747689, compound

HRID 487827Notes

Reaction equation

HRID 487827 reaction equation
[CH2:1]([CH:4]1[CH:30]=[C:29]([CH3:31])[CH2:28][CH:27]([CH3:32])[CH2:26][CH:25]([O:33][CH3:34])[CH:24]2[O:35][C:20]([OH:39])([CH:21]([CH3:38])[CH2:22][CH:23]2[O:36][CH3:37])[C:19](=[O:40])[C:18](=[O:41])[N:17]2[CH:12]([CH2:13][CH2:14][CH2:15][CH2:16]2)[C:11](=[O:42])[O:10][CH:9]([C:43]([CH3:53])=[CH:44][CH:45]2[CH2:50][CH2:49][CH2:48][CH:47]([O:51][CH3:52])[CH2:46]2)[CH:8]([CH3:54])[CH:7]([OH:55])[CH2:6][C:5]1=[O:56])[CH:2]=[CH2:3].[H][H]>CO.[Pd]>[OH:39][C:20]12[O:35][CH:24]([CH:23]([O:36][CH3:37])[CH2:22][CH:21]1[CH3:38])[CH:25]([O:33][CH3:34])[CH2:26][CH:27]([CH3:32])[CH2:28][C:29]([CH3:31])=[CH:30][CH:4]([CH2:1][CH2:2][CH3:3])[C:5](=[O:56])[CH2:6][CH:7]([OH:55])[CH:8]([CH3:54])[CH:9]([C:43]([CH3:53])=[CH:44][CH:45]1[CH2:50][CH2:49][CH2:48][CH:47]([O:51][CH3:52])[CH2:46]1)[O:10][C:11](=[O:42])[CH:12]1[N:17]([CH2:16][CH2:15][CH2:14][CH2:13]1)[C:18](=[O:41])[C:19]2=[O:40]

Participants

5

Reactant 2

HCID 57206089HCID 57206089, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86747689HCID 86747689, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Example 43 (28 mg) in methanol (10 ml) was added 10% Pd-on-C (5 mg) and the resulting suspension was then stirred in an atmosphere of hydrogen for 2 hours at 0° C. The reaction mixture was then filtered and volatiles were removed in vacuo. Chromatography on silica then gave the title compound as a foam (25 mg).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customvolatiles were removed in vacuo

Sources & evidence

ORD record
ord-f909edd8aabf4230a1191e78ffb48abb
Source dataset
uspto-grants-1994_03
Patent number
US05296489

Reaction notes

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