HCID 118292783, compound → HCID 118292856, compound

HRID 1486908Notes

Reaction equation

HRID 1486908 reaction equation
C([O:8][C:9](=[O:65])[CH2:10][C:11]1([CH2:54][C:55](=[O:64])[O:56]CC2C=CC=CC=2)[O:15][N:14]=[C:13]([C:16]2[CH:21]=[C:20]([O:22][C:23](=[O:33])[C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=3)[CH:19]=[CH:18][C:17]=2[CH2:34][CH2:35][C:36]([N:38]2[CH2:43][CH2:42][CH:41]([C:44]([O:46]CC3C=CC=CC=3)=[O:45])[CH2:40][CH2:39]2)=[O:37])[CH2:12]1)C1C=CC=CC=1>[Pd].C1COCC1>[NH2:30][C:27]1[CH:26]=[CH:25][C:24]([C:23]([O:22][C:20]2[CH:19]=[CH:18][C:17]([CH2:34][CH2:35][C:36]([N:38]3[CH2:43][CH2:42][CH:41]([C:44]([OH:46])=[O:45])[CH2:40][CH2:39]3)=[O:37])=[C:16]([C:13]3[CH2:12][C:11]([CH2:10][C:9]([OH:65])=[O:8])([CH2:54][C:55]([OH:64])=[O:56])[O:15][N:14]=3)[CH:21]=2)=[O:33])=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 118292783HCID 118292783, compound

Product 1

HCID 118292856HCID 118292856, compoundYield 115.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of benzyl 1-(3-(2-(5,5-bis(2-(benzyloxy)-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-((4-nitrobenzoyl)oxy)phenyl)propanoyl)piperidine-4-carboxylate (939 mg), 10% Pd/C (containing about 55% water, 100 mg), and THF (10 mL) was stirred at room temperature for 4 hours under a hydrogen atmosphere. The catalyst was filtered off, and then, the filtrate was concentrated under reduced pressure to obtain the title compound (716 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8f5d1ab4cd7b4fc388ad794f00c0287f
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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