Reaktion #1574077

ord-889d198fe1e446e692dc656d016f7de1

Reaktionsgleichung

CC(C)(C)OC(=O)C[C@H](NC(=O)CCc1ccc(OC(=O)c2ccc(NC(=N)N)cc2)cc1C1=NOC(CC(=O)OC(C)(C)C)(C(=O)OC(C)(C)C)C1)C(=O)OC(C)(C)C
di-tert-butyl N-(3-(2-(5-(tert-butoxycarbonyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-((4-carbamimidamidobenzoyl)oxy)phenyl)propanoyl)-L-aspartate
O=C(O)C(F)(F)F
TFA
→
N=C(N)Nc1ccc(C(=O)Oc2ccc(CCC(=O)N[C@@H](CC(=O)O)C(=O)O)c(C3=NOC(CC(=O)O)(C(=O)O)C3)c2)cc1.O=C(O)C(F)(F)F
title compound
N=C(N)Nc1ccc(C(=O)Oc2ccc(CCC(=O)N[C@@H](CC(=O)O)C(=O)O)c(C3=NOC(CC(=O)O)(C(=O)O)C3)c2)cc1.O=C(O)C(F)(F)F
N-(3-(4-((4-Carbamimidamidobenzoyl)oxy)-2-(5-carboxy-5-(carboxymethyl)-4,5-dihydro-1,2-oxazol-3-yl)phenyl)propanoyl)-L-aspartic acid trifluoroacetate

Edukte

CC(C)(C)OC(=O)C[C@H](NC(=O)CCc1ccc(OC(=O)c2ccc(NC(=N)N)cc2)cc1C1=NOC(CC(=O)OC(C)(C)C)(C(=O)OC(C)(C)C)C1)C(=O)OC(C)(C)C
di-tert-butyl N-(3-(2-(5-(tert-butoxycarbonyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-((4-carbamimidamidobenzoyl)oxy)phenyl)propanoyl)-L-aspartate
O=C(O)C(F)(F)F
TFA

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe reaction mixture was concentrated under reduced pressure
  2. 2
    Waschenthe residue was washed with diethyl ether

Vorschrift

A mixture of di-tert-butyl N-(3-(2-(5-(tert-butoxycarbonyl)-5-(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-((4-carbamimidamidobenzoyl)oxy)phenyl)propanoyl)-L-aspartate (44.6 mg) and TFA (1 mL) was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (25.1 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09428470B2uspto-grants-2016_08