반응 #1869156

ord-ca9f5351d49a4a978457ad82bd1fbd60

반응 방정식

CCCC[C@@H](NC(=O)[C@H](N)CCCNC(=N)N)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)NCC(=O)N[C@H](Cc1ccc(O)cc1)C(N)=O.O=C(O)C(F)(F)F
TFA (D)Arg-(D)Nle-(D)Nle-(D)Nle-(D)Arg-(D)Nle-(D)Nle-(D)Nle-Gly-(D)Tyr-NH2
Oc1ccccc1
phenol
Cc1ccccc1
toluene
O=C(O)C(F)(F)F
TFA
CC(C)(C)OC(=O)NCC(=O)N[C@H](Cc1ccc(O)cc1)C(N)=O
Boc-Gly-(D)Tyr-NH2

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축concentrated in vacuo
  2. 2
    기타Residual 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
    여과The solid is filtered
  5. 5
    세척washed with diisopropyl ether
  6. 6
    기타dried in vacuo

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07498309B2uspto-grants-2009_03