Reaction #1024

ord-ce63d85729de446eab4672445f571a2d

Reaction equation

Cl
Hydrogen chloride
CC(COc1ccc(C#N)cc1)NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C.N#N
N2 tert-butoxycarbonyl-N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide
CC(COc1ccc(C#N)cc1)NC(=O)[C@@H](N)C(C)C.Cl
desired product
Yield 100.0%
CC(COc1ccc(C#N)cc1)NC(=O)[C@@H](N)C(C)C.Cl
N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide hydrochloride
Yield 100.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAfter completion of the reaction
  2. 2
    Otherthe methylene chloride was removed under reduced pressure
  3. 3
    Otherthus obtaining a crude crystal
  4. 4
    WashThe crude crystal was washed with acetone

Procedure

Hydrogen chloride gas was introduced into a solution containing 3.7 g of N2 -tert-butoxycarbonyl-N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide dissolved in 100 mL of methylene chloride for 1 hour at room temperature. After completion of the reaction, the methylene chloride was removed under reduced pressure, thus obtaining a crude crystal. The crude crystal was washed with acetone to afford 3.1 g of the desired product (yield: 100%). Melting point: 59°-63° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723469uspto-grants-1998_03