Reacción #657275

ord-476249cbcfe6473cb8c58188d6000e04

Ecuación de reacción

CC1CCCC(C)N1CC(=O)NCC(=O)O
[2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid
O=C1CCC(=O)N1O
N-Hydroxysuccinimide
C(=NC1CCCCC1)=NC1CCCCC1
N,N′-Dicyclohexyl-carbodiimide
CC1CCCC(C)N1CC(=O)NCC(=O)ON1C(=O)CCC1=O
[2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid-(2,5-dioxo-pyrrolidine-1-yl)-ester

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe solution was filtered
  2. 2
    Otrothe filtrate was evaporated in vacuo to dryness
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in 50 mL dichloromethane
  4. 4
    workup.ADDITIONtreated with charcoal
  5. 5
    FiltraciónAfter filtration
  6. 6
    Otrothe solution was evaporated in vacuo to dryness
  7. 7
    Otrothe product was recrystallised from ethyl acetate

Procedimiento

4.54 g (20 mMol) [2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid (30) were added to 2.30 g (20 mMol) N-Hydroxysuccinimide and 4.12 g (20 mMol) N,N′-Dicyclohexyl-carbodiimide dissolved in 150 ml dichloromethane. The reaction mixture was stirred for 16 h at room temperature. The solution was filtered and the filtrate was evaporated in vacuo to dryness. The residue was dissolved in 50 mL dichloromethane and treated with charcoal. After filtration, the solution was evaporated in vacuo to dryness and the product was recrystallised from ethyl acetate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09023656B2uspto-grants-2015_05