HCID 69461682, compound → HCID 10127525, compound

HRID 1070909Notes

Reaction equation

HRID 1070909 reaction equation
[N:1]12[CH2:28][CH2:27][CH2:26][C@@H:25]1[C:24](=[O:29])[O:23][CH2:22][CH2:21][CH2:20][CH:19]=[CH:18][CH2:17][CH2:16][CH2:15][O:14][C:13](=[O:30])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:31])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:32]>C(OC(=O)C)C.[Pd]>[N:1]12[CH2:28][CH2:27][CH2:26][C@@H:25]1[C:24](=[O:29])[O:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][O:14][C:13](=[O:30])[C@@H:12]1[N:8]([CH2:9][CH2:10][CH2:11]1)[C:7](=[O:31])[CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[O:32]

Participants

4

Reactant 1

HCID 69461682HCID 69461682, compound

Product 1

HCID 10127525HCID 10127525, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 400 mg (0.9 mmol) (12R,25R)-14,23-dioxa-1,8-diaza-tricyclo[23.3.0.0 8,12]octacos-18-ene-2,7,13,24-tetraone and 40 mg 10% palladium/carbon in 10 ml ethylacetate was hydrogenated over night. Filtration and removal of the solvent yielded 245 mg (61%) (12R,25R)-14,23-dioxa-1,8-diaza-tricyclo[23.3.0.0 8,12]octacosane-2,7,13,24-tetraone as a white solid, MS m/e (%): 451 (M+H+, 100).

Workup

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

Sources & evidence

ORD record
ord-669de30cf3204749946d18e3fc71209e
Source dataset
uspto-grants-2005_06
Patent number
US06903129B2

Reaction notes

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