Reaktion #80862

ord-732e3adc46b94790b37139b1a76e39f3

Reaktionsgleichung

NC(=N[N+](=O)[O-])NCCC[C@@H](NC(=O)C(c1ccccc1)c1ccccc1)C(=O)O
(R)-N5 -[amino (nitroimino) methyl]-N2 -(diphenylacetyl)-ornithine
COc1ccc2[nH]cc(CCN)c2c1
5-methoxytryptamine
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
→
COc1ccc2[nH]cc(CCNC(=O)[C@H](CCCNC(N)=N[N+](=O)[O-])NC(=O)C(c3ccccc3)c3ccccc3)c2c1
N5 -[Amino (nitroimino) methyl]-N2 -(diphenylacetyl)-N-[2-(5-methoxy-1H-indol-3-yl) ethyl]-ornithinamide
Ausbeute 36.0%

Edukte

NC(=N[N+](=O)[O-])NCCC[C@@H](NC(=O)C(c1ccccc1)c1ccccc1)C(=O)O
(R)-N5 -[amino (nitroimino) methyl]-N2 -(diphenylacetyl)-ornithine
COc1ccc2[nH]cc(CCN)c2c1
5-methoxytryptamine
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Prepared analogously to Example 5d) from (R)-N5 -[amino (nitroimino) methyl]-N2 -(diphenylacetyl)-ornithine, 5-methoxytryptamine and TBTU in a yield of 36% of theory.

Quelle

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