HCID 68546525, compound → HCID 68539439, compound

HRID 1432084Notes

Reaction equation

HRID 1432084 reaction equation
[C:1]([O:5][C:6](=[O:40])[NH:7][C@H:8]1[CH2:23][CH2:22][CH2:21][CH:20]=[CH:19][CH2:18][CH2:17][C@@H:16]([CH3:24])[CH2:15][C@@H:14]([C@@H:25]([OH:36])[CH2:26][C@H:27]([C:29](=[O:35])[NH:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH3:28])[NH:13][C:12](=[O:37])[C@H:11]([CH3:38])[NH:10][C:9]1=[O:39])([CH3:4])([CH3:3])[CH3:2]>C1COCC1.CCO.[Pd]>[C:1]([O:5][C:6](=[O:40])[NH:7][C@H:8]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]([CH3:24])[CH2:15][C@@H:14]([C@@H:25]([OH:36])[CH2:26][C@H:27]([C:29](=[O:35])[NH:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH3:28])[NH:13][C:12](=[O:37])[C@H:11]([CH3:38])[NH:10][C:9]1=[O:39])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 1

HCID 68546525HCID 68546525, compound

Product 1

HCID 68539439HCID 68539439, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 199 mg (0.35 mmol) [(3S,6S,14R,16S)-16-((1S,3R)-3-butylcarbamoyl-1-hydroxy-butyl)-3,14-dimethyl-2,5-dioxo-1,4-diaza-cyclohexadec-10-en-6-yl]-carbamic acid tert-butyl ester in 10 ml THF and 10 ml EtOH is stirred in the presence of 20 mg 10% Pd-C under an hydrogen atmosphere for 1 h. The mixture is filtered over a pad of celite and the solvent evaporated. This yields the title compound as a white powder.

Workup

  1. filtrationThe mixture is filtered over a pad of celite
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-d8a4707c4a29483fa4ebd3d1bb38f8b8
Source dataset
uspto-grants-2009_11
Patent number
US07612055B2

Reaction notes

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