Reacción #2467921

ord-5b6f82e347e04a07bc7132fe59fd5754

Ecuación de reacción

C(=NC1CCCCC1)=NC1CCCCC1
1,3-dicyclohexylcarbodiimide
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCO
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane
O=C(O)CCCc1ccccc1
4-phenylbutanoic acid
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCOC(=O)CCCc1ccccc1
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(4-phenylbutanoyloxy)propane

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe mixture was filtered
  2. 2
    Concentraciónconcentrated
  3. 3
    Otropurified by flash chromatography

Procedimiento

A solution of 1,3-dicyclohexylcarbodiimide (710 mg, 3.45 mmol) and 4-(N,N-dimethylamino)pyridine (475 mg, 3.9 mmol) in methylene chloride (10 ml) was added to a solution of 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane (1 g, 3 mmol) and 4-phenylbutanoic acid (520 mg, 3.15 mmol) in methylene chloride (15 ml). The resultant mixture was stirred at room temperature under nitrogen until it was complete as indicated by tlc. The mixture was filtered, concentrated and purified by flash chromatography to yield 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(4-phenylbutanoyloxy)propane.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043632E1uspto-grants-2012_09