HCID 131727167, compound → HCID 88986882, compound

HRID 269664Notes

Reaction equation

HRID 269664 reaction equation
C(OC(=O)[NH:10][C@@H:11]([CH2:42][CH2:43][CH2:44][NH:45][C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C:12](=[O:41])[NH:13][CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]([NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:19][C:20](=[O:32])[NH:21][CH2:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])C1C=CC=CC=1>C(O)(=O)C.O.[Pd]>[C:49]([O:48][C:46](=[O:47])[NH:45][CH2:44][CH2:43][CH2:42][C@H:11]([NH2:10])[C:12](=[O:41])[NH:13][CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]([NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:19][C:20](=[O:32])[NH:21][CH2:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:30])[CH3:28])([CH3:50])([CH3:51])[CH3:52]

Participants

4

Reactant 1

HCID 131727167HCID 131727167, compound

Product 1

HCID 88986882HCID 88986882, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899381Acetic acid--water (1/1)Solvent

Procedure

290 mg (0.390 mmol) of benzyl((1S,8S)-8-[(tert-butoxycarbonyl)amino]-1-{3-[(tert-butoxycarbonyl)amino]propyl}-17,17-dimethyl-2,10,15-trioxo-16-oxa-3,11,14-triazaoctadec-1-yl)carbamate (Example 226A) are dissolved in 10 ml of a 4/1 glacial acetic acid/water mixture. 75 mg of palladium on activated carbon (10%) are added thereto, and the mixture is then hydrogenated under atmospheric pressure for 15 h. The reaction mixture is filtered through a Millipore filter and the filtrate is concentrated and dried under high vacuum. The crude product is reacted without further purification.

Workup

  1. filtrationThe reaction mixture is filtered through a Millipore
  2. filtrationfilter
  3. concentrationthe filtrate is concentrated
  4. customdried under high vacuum
  5. customThe crude product is reacted without further purification

Sources & evidence

ORD record
ord-6a6990be0c364fae869b9662a7982e6d
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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