Reaktion #75312

ord-63b693a074304d51af12c51101bf45ea

Reaktionsgleichung

CC(C)C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
Boc-Leu-Ala-Gly-Gln-D-Arg(NO2)-OBzl
NC(=O)CC[C@H](NC(=O)[C@@H]1CCCN1c1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)NCC(=O)O
DNP-Pro-Gln-Gly-OH
→
CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCCN1c1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
DNP-Pro-Gln-Gly-Leu-Ala-Gly-Gln-D-Arg(NO2)-OBzl

Edukte

CC(C)C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
Boc-Leu-Ala-Gly-Gln-D-Arg(NO2)-OBzl
NC(=O)CC[C@H](NC(=O)[C@@H]1CCCN1c1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)NCC(=O)O
DNP-Pro-Gln-Gly-OH

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Boc-Leu-Ala-Gly-Gln-D-Arg(NO2)-OBzl (350 mg, 0.45 m mol) was demasked with respect to the N-masking group and coupled with DNP-Pro-Gln-Gly-OH (210 mg, 0.45 m mol) in the manner similar to that of Example 1, paragraph 7).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04176009uspto-grants-1979_11