Reaktion #80864

ord-48263591402d49cfbc2c7df15a519c5e

Reaktionsgleichung

NC(=N[N+](=O)[O-])NCCC[C@@H](N)C(=O)NCc1ccc(O)cc1
(R)-N5 -[amino (nitroimino) methyl]-N-[(4-hydroxyphenyl) methyl]ornithinamide
O=C(O)Cc1ccccc1
phenylacetic acid
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
→
NC(=N[N+](=O)[O-])NCCC[C@@H](NC(=O)Cc1ccccc1)C(=O)NCc1ccc(O)cc1
(R)-N5 -[Amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)methyl]-N2 -(phenylacetyl)-ornithinamide
Ausbeute 61.0%

Edukte

NC(=N[N+](=O)[O-])NCCC[C@@H](N)C(=O)NCc1ccc(O)cc1
(R)-N5 -[amino (nitroimino) methyl]-N-[(4-hydroxyphenyl) methyl]ornithinamide
O=C(O)Cc1ccccc1
phenylacetic acid
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeIt was further processed without purification

Vorschrift

Prepared analogously to Example 5f) from (R)-N5 -[amino (nitroimino) methyl]-N-[(4-hydroxyphenyl) methyl]ornithinamide, phenylacetic acid and TBTU in a yield of 61% of theory. It was further processed without purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05616620uspto-grants-1997_04