HCID 178418361, compound → HCID 178446050, compound

HRID 542258Notes

Reaction equation

HRID 542258 reaction equation
[NH:1]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[C@H:2]([C:7]([NH:9][C@H:10]([C:17]([NH:19][C@H:20]([C:25]([NH:27][C@H:28]([C:33]([NH:35][CH2:36][C:37]([O:39]CC1C=CC=CC=1)=[O:38])=[O:34])[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:26])[CH2:21][C:22](=[O:24])[NH2:23])=[O:18])[CH2:11][C:12]1[N:16]=[CH:15][NH:14][CH:13]=1)=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6].[H][H]>C(O)C.[Pd]>[NH:1]([C:47]([O:49][C:50]([CH3:53])([CH3:51])[CH3:52])=[O:48])[C@H:2]([C:7]([NH:9][C@H:10]([C:17]([NH:19][C@H:20]([C:25]([NH:27][C@H:28]([C:33]([NH:35][CH2:36][C:37]([OH:39])=[O:38])=[O:34])[CH2:29][CH:30]([CH3:31])[CH3:32])=[O:26])[CH2:21][C:22](=[O:24])[NH2:23])=[O:18])[CH2:11][C:12]1[N:16]=[CH:15][NH:14][CH:13]=1)=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178446051HCID 178446051, compound

Product 1

HCID 178446050HCID 178446050, compoundYield 71.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Pd/C (300 mg) was added to the compound [31] (2.8 g, 3.8 mM) dissolved in ethanol (100 ml) and hydrogen gas was passed therethrough at room temperature for 3 hours. Insoluble materials precipitated in the reaction mixture were filtered and washed with DMF. The filtrate was concentrated in vacuo. Ethanol-ether was added to the residue, and the precipitate was collected by filtration and dried to obtain the product [32].

Workup

  1. customInsoluble materials precipitated in the reaction mixture
  2. filtrationwere filtered
  3. washwashed with DMF
  4. concentrationThe filtrate was concentrated in vacuo
  5. additionEthanol-ether was added to the residue
  6. filtrationthe precipitate was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-9b2f91556bc1422bbca33303ee6d9599
Source dataset
uspto-grants-1987_04
Patent number
US04656250

Reaction notes

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