HCID 69461265, compound → HCID 10287892, compound

HRID 1070908Notes

Reaction equation

HRID 1070908 reaction equation
[N:1]12[CH2:26][CH2:25][CH2:24][C@@H:23]1[C:22](=[O:27])[O:21][CH2:20][CH2:19][CH:18]=[CH:17][CH2:16][CH2:15][O:14][C:13](=[O:28])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:29])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:30]>C(OC(=O)C)C.[Pd]>[N:1]12[CH2:26][CH2:25][CH2:24][C@@H:23]1[C:22](=[O:27])[O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][O:14][C:13](=[O:28])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:29])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:30]

Participants

4

Reactant 1

HCID 69461265HCID 69461265, compound

Product 1

HCID 10287892HCID 10287892, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 150 mg (0.36 mmol) (12R,23R)-14,21-dioxa-1,8-diaza-tricyclo[21.3.0.0 8,12]hexacos-17-ene-2,7,13,22-tetraone and 20 mg 10%) palladium/carbon in 5 ml ethylacetate was hydrogenated over night. Filtration and removal of the solvent yielded 120 mg (79%) (12R,23R)-14,21-dioxa-1,8-diaza-tricyclo[21.3.0.0 8,12]hexacosane-2,7,13,22-tetraone as a light yellow oil, MS m/e (%): 423 (M+H+, 100).

Workup

  1. waitwas hydrogenated over night
  2. filtrationFiltration and removal of the solvent

Sources & evidence

ORD record
ord-e5c776758ad04a32b038afe787ba4c8f
Source dataset
uspto-grants-2005_06
Patent number
US06903129B2

Reaction notes

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