Acetic Anhydride → HCID 10968127, compound

HRID 341745

Reaction equation

HRID 341745 reaction equation
[CH3:1][CH:2]([CH2:4][C@H:5]([NH2:17])[C:6]([NH:8][C@H:9]([C:14]([OH:16])=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[C:24](OC(=O)C)(=[O:26])[CH3:25]>O.CCOCC>[NH:17]([C:24]([CH3:25])=[O:26])[C@H:5]([C:6]([NH:8][C@H:9]([C:14]([OH:16])=[O:15])[CH2:10][CH:11]([CH3:12])[CH3:13])=[O:7])[CH2:4][CH:2]([CH3:1])[CH3:3]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 76807L-leucyl-L-leucine

Product 1

HCID 10968127HCID 10968127, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Leu-Leu (1.0 g, 3.8 mmol) and potassium carbonate (7.0 g, 5 mmol) are dissolved in 100 ml of water. The solution is cooled with ice and 5.0 ml acetic anhydride in 50 ml of ether is added dropwise under vigorous stirring. Stirring is continued for one hour, then the ice-bath is removed and the stirring continued for further 2 hours. The water phase is separated, acidified with hydrochloric acid. The precipitate is stirred for one hour, filtered, washed with water and dried yielding 0.8 gram (74%) of Ac-Leu-Leu.

Workup

  1. additionis added dropwise under vigorous stirring
  2. customthe ice-bath is removed
  3. waitthe stirring continued for further 2 hours
  4. customThe water phase is separated
  5. stirringThe precipitate is stirred for one hour
  6. filtrationfiltered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-40ae03f1a2324e9483dcb5b228086a74
Source dataset
uspto-grants-1999_01
Patent number
US05856306

Linked notes

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