Réaction #1869156

Équation de réaction

TFA (D)Arg-(D)Nle-(D)Nle-(D)Nle-(D)Arg-(D)Nle-(D)Nle-(D)Nle-Gly-(D)Tyr-NH2

phenol

toluene

TFA

→

Boc-Gly-(D)Tyr-NH2

Solvants

THF

THF

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo
2. 2
   AutreResidual TFA is removed by azeotropic distillation with toluene
3. 3
   workup.ADDITIONThe residue is poured into a mixture of petroleum ether and diisopropyl ether
4. 4
   FiltrationThe solid is filtered
5. 5
   Lavagewashed with diisopropyl ether
6. 6
   Autredried in vacuo

Mode opératoire

The deprotected peptide SF1257-13 (TFA-(D)Arg-(D)Nle-(D)Nle-(D)Nle-(D)Arg-(D)Nle-(D)Nle-(D)Nle-Gly-(D)Tyr-NH2 (SEQ ID NO:1) is made by slowly adding TFA (A×3 l) to a mixture of SF1257-12 (A kg) and phenol (A×0.1 kg) in toluene and THF while maintaining the temperature at ≦18° C. The reaction mixture is allowed to warm up to room temperature. Following completion of cleavage, the solvent is diluted with THF and then concentrated in vacuo. Residual TFA is removed by azeotropic distillation with toluene. The residue is poured into a mixture of petroleum ether and diisopropyl ether. The solid is filtered, washed with diisopropyl ether and dried in vacuo.

Source