Potassium Carbonate → HCID 68702155, compound

HRID 1437338Notes

Reaction equation

HRID 1437338 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:14][CH2:13][C@@H:12]([C:15](=[O:17])[NH2:16])[CH2:11][C@@H:10]1[O:18]C(=O)C1C=CC([N+]([O-])=O)=CC=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[OH:18][C@@H:10]1[C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:14][CH2:13][C@@H:12]([C:15]([NH2:16])=[O:17])[CH2:11]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86607257HCID 86607257, compound

Product 1

HCID 68702155HCID 68702155, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Nitrobenzoic acid (1S,2R,5R)-2-tert-butoxycarbonylamino-5-carbamoyl-cyclohexyl ester (i) (3.62 g, 8.9 mmol) in dry MeOH (250 mL) was treated with potassium carbonate (1.84 g, 13.3 mmol). After 2 hours at room temperature, the mixture was concentrated and the residue purified by flash column chromatography (silica gel, DCM/MeOH, 5-15%) to give a white solid (1.62 g, 6.3 mmol, 71%).

Workup

  1. concentrationthe mixture was concentrated
  2. customthe residue purified by flash column chromatography (silica gel, DCM/MeOH, 5-15%)

Sources & evidence

ORD record
ord-ed878244b28e43f099ce3e47576a743b
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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