Reaction #1507664

Reaction equation

10-hydroxydecanoic acid

dicyclohexylcarbodiimide

N-hydroxysuccinimide

1,10-decanediol

→

decanol

Conditions

Workup

1. 1
   Other46:4524, until the complete consumption of the peptide starting material
2. 2
   OtherFlash column purification

Procedure

Coupling of glycylserylglycylaspartylyaline with 1,10-decanediol. The protected peptide is reacted with 10-hydroxydecanoic acid (Aldrich) in the presence of dicyclohexylcarbodiimide (DCC) (Aldrich) and N-hydroxysuccinimide (Aldrich) according to Bergeron et al. (1981) J. Org. Chem. 46:4524, until the complete consumption of the peptide starting material is confirmed by thin layer chromatography. Flash column purification gives 10-(peptidyloxy) decanol as product, through formation of an amide linkage.

Source