Trifluoroacetic acid → (2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

HRID 1353206

Reaktionsgleichung

Reaktionsgleichung von HRID 1353206
[CH2:1]([O:3][C:4](=[O:24])[C@@H:5]([O:22][CH3:23])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]([O:17]C(C)(C)C)=[O:16])=[CH:9][CH:8]=1)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:3][C:4](=[O:24])[C@@H:5]([O:22][CH3:23])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:9][CH:8]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 58864672(2S)-3-(4-tert-butoxycarbonylmethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

Produkt 1

HCID 58864673(2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The compound of (2S)-3-(4-tert-butoxycarbonylmethoxy-phenyl)-2-methoxy-propionic acid ethyl ester (PREPARATION 3, step 1) (1.2 gr, 3.5 mmol) was solved in dichloromethane (5 ml) and trifluoroacetic acid was added (5 ml). The mixture was stirred for an hour, and the crude was concentrated to afford a yellow oil. 1H-NMR (CDCl3, 200.15 MHz): 7.16 (d, 2H, J=8.3), 6.75 (d, 2H, J=8.3), 4.89 (s, 2H), 4.14 (c, 2H, J=6.9), 3.94 (t, 1H, J=6.9), 3.57 (dc, 1H), 3.35 (dc, 1H), 2.92 (d, 2H, J=6.9), 1.23-1.10 (2t, 6H).

Aufarbeitung

  1. concentrationthe crude was concentrated
  2. customto afford a yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-222c882ec02b41f2b048d8883f0c32e5
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220880B2

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