Reaktion #1519147

ord-fb91df91fb6246b68013a945da790816

Reaktionsgleichung

CC(C)(C)OC(=O)N1CCNCC1
tert-butyl piperazine-1-carboxylate
C(=NC1CCCCC1)=NC1CCCCC1
N,N′-dicyclohexylcarbodiimide
On1nnc2ccccc21
1-hydroxybenzotriazole
O=C(O)[C@H]1COc2ccccc2O1
(2R)-2,3-dihydro-1,4-benzodioxin-2-carboxylic acid
CC(C)(C)OC(=O)N1CCN(C(=O)[C@H]2COc3ccccc3O2)CC1
expected product
CC(C)(C)OC(=O)N1CCN(C(=O)[C@H]2COc3ccccc3O2)CC1
tert-Butyl 4-[(2R)-2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl]piperazine-1-carboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe reaction mixture is subsequently filtered
  2. 2
    Sonstigethe filtrate is then evaporated to dryness
  3. 3
    SonstigeThe oil thereby obtained
  4. 4
    Sonstigeis purified by flash chromatography on silica (eluant: toluene/ethyl acetate 80/20)

Vorschrift

5 g of (2R)-2,3-dihydro-1,4-benzodioxin-2-carboxylic acid (27.8 mmol) are dissolved in 300 ml of acetonitrile. 6 g of N,N′-dicyclohexylcarbodiimide (29.1 mmol) and then 4.1 g of 1-hydroxybenzotriazole (30.6 mmol) are added. Finally, 6.2 g of tert-butyl piperazine-1-carboxylate (33.4 mmol) are added and stirring is carried out for 12 hours at ambient temperature. The reaction mixture is subsequently filtered and the filtrate is then evaporated to dryness. The oil thereby obtained is purified by flash chromatography on silica (eluant: toluene/ethyl acetate 80/20) to yield the expected product in the form of an oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612061B2uspto-grants-2009_11