Reaktion #61700

ord-fb70ea6624614ca4be6b6f6fb7b0a711

Reaktionsgleichung

C[C@@H](C(=O)OC(C)(C)C)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
tert-Butyl(2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoate
O=C(O)C(F)(F)F
trifluoroacetic acid
→
C[C@@H](C(=O)O)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
title compound
Ausbeute 100.1%
C[C@@H](C(=O)O)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
(2S)-2-((3S)-3-{[(Benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid
Ausbeute 100.1%

Edukte

C[C@@H](C(=O)OC(C)(C)C)N1CC[C@H](NC(=O)OCc2ccccc2)C1=O
tert-Butyl(2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoate
O=C(O)C(F)(F)F
trifluoroacetic acid

Reagenzien

Keine

Lösungsmittel

ClCCl
DCM

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated under reduced pressure

Vorschrift

tert-Butyl(2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoate (0.5 g) was dissolved in DCM (7 ml), and trifluoroacetic acid (4.7 ml) was added. The mixture was stirred at room temperature for 4 h and then concentrated under reduced pressure to give the title compound (0.423 g) as a colourless oil, which after azeotroping with toluene, crystallised.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429587B2uspto-grants-2008_09