Potassium Carbonate → HCID 69344724, compound

HRID 857121Notes

Reaction equation

HRID 857121 reaction equation
[NH2:1][C:2]([NH:4][C@@:5]([CH3:18])([C:14](OC)=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([I:13])[CH:8]=1)=[O:3].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.CCOC(C)=O>[I:13][C:9]1[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=1)[CH2:6][C@@:5]1([CH3:18])[NH:4][C:2](=[O:3])[NH:1][C:14]1=[O:15]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 69343977HCID 69343977, compound

Product 1

HCID 69344724HCID 69344724, compoundYield 69.7%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of methyl N-(aminocarbonyl)-3-iodo-α-methyl-D-phenylalaninate (0.82 g) and potassium carbonate (624 mg) in dimethyl sulfoxide (5 ml) was heated to 110° C. for 3 h and then allowed to cool to 20° C. overnight. The mixture was diluted with EtOAc and washed with 2M HCl, brine, dried (MgSO4) and evaporated to dryness to give the title compound (521 mg) LCMS RT=2.61 min

Workup

  1. temperatureto cool to 20° C. overnight
  2. washwashed with 2M HCl, brine
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-d9dd831e51c042228e3c86ce9d11d43e
Source dataset
uspto-grants-2006_12
Patent number
US07144908B2

Reaction notes

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