HCID 69462252, compound → HCID 10287430, compound

HRID 1070907Notes

Reaction equation

HRID 1070907 reaction equation
[N:1]12[CH2:24][CH2:23][CH2:22][C@@H:21]1[C:20](=[O:25])[O:19][CH2:18][CH:17]=[CH:16][CH2:15][O:14][C:13](=[O:26])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:27])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:28]>C(OC(=O)C)C.[Pd]>[N:1]12[CH2:24][CH2:23][CH2:22][C@@H:21]1[C:20](=[O:25])[O:19][CH2:18][CH2:17][CH2:16][CH2:15][O:14][C:13](=[O:26])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:27])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:28]

Participants

4

Reactant 1

HCID 69462252HCID 69462252, compound

Product 1

HCID 10287430HCID 10287430, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 260 mg (0.66 mmol) (12R,21R)-14,19-dioxa-1,8-diaza-tricyclo[19.3.0.0 8,12]tetracos-16-ene-2,7,13,20-tetraone and 30 mg 10% palladium/carbon in 10 ml ethylacetate was hydrogenated over night. Filtration and removal of the solvent yielded 255 mg (98%) (12R,21R)-14,19-dioxa-1,8-diaza-tricyclo[19.3.0.0 8,12]tetracosane-2,7,13,20-tetraone as a light yellow oil, MS m/e (%): 395 (M+H+, 100).

Workup

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

Sources & evidence

ORD record
ord-94b603eebe4d4467b53bb2489a7f32c9
Source dataset
uspto-grants-2005_06
Patent number
US06903129B2

Reaction notes

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