Sodium Hydroxide → HCID 67112454, compound

HRID 1914808Notes

Reaction equation

HRID 1914808 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([C:7]([OH:9])=[O:8])[CH2:3]1.[OH-].[Na+].[C:12](Cl)(=[O:15])[CH2:13][CH3:14]>C1COCC1>[C:12]([NH:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([C:7]([OH:9])=[O:8])[CH2:3]1)(=[O:15])[CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 62324Propionyl chlorideHCID 150203549805-32-5

Product 1

HCID 67112454HCID 67112454, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

100.0 mg (0.77 mmol) (1R,3S)-3-Aminocyclopentane carboxylic acid is stirred in 2.0 mL THF and 0.77 mL (1.55 mmol) sodium hydroxide solution (2 mol/l). 74.0 μL (0.85 mmol) Propionyl chloride is added drop wise and the mixture is stirred at RT over night. The solvent is evaporated. The mixture is stirred at RT over night. The product is purified by RP-HPLC (water+5-95% acetonitrile (with addition of 0.1% TFA)) and lyophilized.

Workup

  1. customThe solvent is evaporated
  2. stirringThe mixture is stirred at RT over night
  3. customThe product is purified by RP-HPLC (water+5-95% acetonitrile (with addition of 0.1% TFA))

Sources & evidence

ORD record
ord-2cd22e7d56e74f918aad4ab623987221
Source dataset
uspto-grants-2013_12
Patent number
US08614238B2

Reaction notes

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