Methane → HCID 178427496, compound

HRID 1502636Notes

Reaction equation

HRID 1502636 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][NH:31][C:32]([NH:34][S:35]([C:38]1[CH:44]=[CH:43][C:41]([CH3:42])=[CH:40][CH:39]=1)(=[O:37])=[O:36])=[NH:33])=[O:23])[C:10]([O:12]CC1C=CC=CC=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C>CO.[Pd]>[NH:33]=[C:32]([NH:34][S:35]([C:38]1[CH:39]=[CH:40][C:41]([CH3:42])=[CH:43][CH:44]=1)(=[O:36])=[O:37])[NH:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][O:24][C:22](=[O:23])[CH2:21][CH2:20][CH:9]([C:10]([OH:12])=[O:11])[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 297MethaneHCID 178427497HCID 178427497, compound

Product 1

HCID 178427496HCID 178427496, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

103.6 mg (0.16 mmol) of 1-benzyl 5-(6-(3-tosylguanidino)hexyl) 2-(tert-butoxycarbonylamino)pentanedioate under nitrogen in MeOH. A few mg of 10% Palladium over activated charcoal were added. 3 vacuo hydrogen flush were done before stirring vigorously the reaction under a H2 atmosphere for 2 days. The reaction was filtered over celite and the solvent evaporated to give 74.4 mg of a colorless oil (yield=86%).

Workup

  1. custom3 vacuo hydrogen flush
  2. customthe reaction under a H2 atmosphere for 2 days
  3. filtrationThe reaction was filtered over celite
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-319e3de95cd8471a9d48253bbd3df07c
Source dataset
uspto-grants-2015_12
Patent number
US09211340B2

Reaction notes

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