Reaktion #75313

ord-3e94378c851341e7aaa1fd6b0c1fb2a2

Reaktionsgleichung

CC[C@H](C)[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
Boc-Ile-Ala-Gly-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@H](C)[C@H](Nc1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
DNP-Ile-Ala-Gly-D-Arg(NO2)-OBzl

Edukte

CC[C@H](C)[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@H](CCCNC(=N)N[N+](=O)[O-])C(=O)OCc1ccccc1
Boc-Ile-Ala-Gly-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-Ile-Ala-Gly-D-Arg(NO2)-OBzl (900 mg, 1.4 m mol) was demasked with respect to the N-masking group, and coupled with DNP-Pro-Gln-Gly-OH (580 mg, 1.4 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