Potassium Carbonate → HCID 18631423, compound

HRID 2107864Notes

Reaction equation

HRID 2107864 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:8])[CH2:3][CH2:2]1.C[O:22][C:23](=[O:29])[C@H:24]([CH2:26][CH2:27][CH3:28])[NH2:25].C(=O)([O-])[O-].[K+].[K+]>CO.O>[O:1]1[CH2:6][CH2:5][N:4]([C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:8])[CH2:3][CH2:2]1.[NH2:25][C@H:24]([C:23]([OH:29])=[O:22])[CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 67866066HCID 67866066, compound

Product 1

HCID 18631423HCID 18631423, compoundYield 76.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 0.62 g N-(Morpholinocarbonyl)-L-phenylalanine-L-norvaline methyl ester in 40 mL methanol and 20 mL water was added 1.2 g potassium carbonate. The resulting mixture was stirred at ambient temperature for 60 h, afterwhich it was concentrated in vacuo to an aqueous solution and washed (3×50 mL) ether. The aqueous phase was acidified with 10 mL 4N hydrochloric acid solution and was extracted (3×25 mL) with methylene chloride. The combined extracts were dried over magnesium sulfate, filtered and concentrated to afford 0.46 g crude acid.

Workup

  1. concentrationwas concentrated in vacuo to an aqueous solution
  2. washwashed (3×50 mL) ether
  3. extractionwas extracted (3×25 mL) with methylene chloride
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-710f0c959ae24bd3b5656ae7fbcfd439
Source dataset
uspto-grants-1990_06
Patent number
US04935405

Reaction notes

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