Water → HCID 178418468, Verbindung

HRID 1695

Reaktionsgleichung

Reaktionsgleichung von HRID 1695
[C:1]([NH:8][C@H:9]1[CH2:14][CH2:13][C@@H:12]([C:15]([O:17][C:18]2[CH:27]=[CH:26][C:21]([C:22]([O:24]C)=[O:23])=[C:20]([O:28][CH3:29])[CH:19]=2)=[O:16])[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].O.O[Li].O>C1COCC1>[C:1]([NH:8][C@H:9]1[CH2:14][CH2:13][C@@H:12]([C:15]([O:17][C:18]2[CH:27]=[CH:26][C:21]([C:22]([OH:24])=[O:23])=[C:20]([O:28][CH3:29])[CH:19]=2)=[O:16])[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 178418455HCID 178418455, Verbindung

Produkt 1

HCID 178418468HCID 178418468, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

To a stirred solution of methyl 4-[N-Boc-cis-1-amino-4-cyclohexanoyloxy]-2-methoxybenzoate (220 mg, 0.52 mmol) in THF:H2O (5 mL: 1 mL) was added LiOH.H2O (67.6 mg, 1.59 mmol). The reaction was heated to 45° C. over 12 h and then cooled to ambient temperature. The solvent was removed under reduced pressure. The crude solid passed through a plug of silca gel packed in 50:50 MeOH:CH2Cl2 and eluted with same. The solvent was removed under reduced pressure to afford 4-[N-Boc-cis-1-amino-4-cyclohexanoyloxy]-2-methoxybenzoic acid as a white solid.

Aufarbeitung

  1. temperaturecooled to ambient temperature
  2. customThe solvent was removed under reduced pressure
  3. washCH2Cl2 and eluted with same
  4. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c883c9ea34ed4863b03fce02c544723e
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726172

Verknüpfte Notizen

Wird geladen…