Reaktion #1013588

ord-f8653823feca4a9bb3a3805f91c5af43

Reaktionsgleichung

CCOC(=O)c1cc(C(=O)OCC)c(Br)[nH]1
5-bromo-1H-pyrrole-2,4-dicarboxylic acid diethyl ester
CC[C@@H](NC(=O)c1cc(C(=O)N[C@H](CC)c2ccccc2)n2c1OCCC2)c1ccccc1
3,4-dihydro-2H-pyrrolo[2,1-b][1,3]oxazine-6,8-dicarboxylic acid bis-[((R)-1-phenyl-propyl)-amide]
CC[C@H](N)c1ccccc1
(S)-1-phenyl-propylamine
CC[C@H](NC(=O)c1cc(C(=O)N[C@@H](CC)c2ccccc2)n2c1OCCC2)c1ccccc1
3,4-dihydro-2H-pyrrolo[2,1-b][1,3]oxazine-6,8-dicarboxylic acid bis-[((S)-1-phenyl-propyl)-amide]

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeprepared

Vorschrift

6.0 mg of 3,4-dihydro-2H-pyrrolo[2,1-b][1,3]oxazine-6,8-dicarboxylic acid bis-[((S)-1-phenyl-propyl)-amide] were prepared in analogy to the preparation of 3,4-dihydro-2H-pyrrolo[2,1-b][1,3]oxazine-6,8-dicarboxylic acid bis-[((R)-1-phenyl-propyl)-amide], starting from 5-bromo-1H-pyrrole-2,4-dicarboxylic acid diethyl ester (354 mg, 1.22 mmol; prepared according to the procedure described in US 2004/0209886), and (S)-1-phenyl-propylamine (284 mg, 2.10 mmol). LC/MS (method 4): Rt=1.31 min; m/z=446.24 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09284333B2uspto-grants-2016_03