Lithium Hydroxide → HCID 86669558, Verbindung

HRID 524433Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 524433
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:34][C@@H:35]3[CH2:39][CH2:38][O:37][CH2:36]3)[C:14]([NH:16][C:17]3[S:18][C:19]([O:22][C:23]4[CH:24]=[CH:25][C:26]([CH3:33])=[C:27]([CH:32]=4)[C:28]([O:30]C)=[O:29])=[CH:20][N:21]=3)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[Li+].[OH-]>C1COCC1.CO>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:34][C@@H:35]3[CH2:39][CH2:38][O:37][CH2:36]3)[C:14]([NH:16][C:17]3[S:18][C:19]([O:22][C:23]4[CH:24]=[CH:25][C:26]([CH3:33])=[C:27]([CH:32]=4)[C:28]([OH:30])=[O:29])=[CH:20][N:21]=3)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:2][CH2:3]1

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 86669552HCID 86669552, Verbindung

Produkt 1

HCID 86669558HCID 86669558, VerbindungAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-[2-[[2-(4-cyclopropylsulfonylphenyl)-2-[(3R)-tetrahydrofuran-3-yl]oxy-acetyl]amino]thiazol-5-yl]oxy-2-methyl-benzoic acid methyl ester (Example A3; 0.300 g, 0.524 mmol) was taken in THF(4 mL) and MeOH (0.1 mL), to it was added aqueous solution of LiOH (0.110 g, 2.62 mmol in 7 mL water) and stirred for 1-4 h at room temperature. After completion of the reaction, organic solvent was removed under reduced pressure. The aqueous layer was washed with diisopropyl ether then acidified with 1 N HCl to pH 2. The solid formed was filtered, washed with water, followed by washing with diisopropyl ether & dried under vacuum to get the title compound (0.260 g).

Aufarbeitung

  1. customAfter completion of the reaction, organic solvent
  2. customwas removed under reduced pressure
  3. washThe aqueous layer was washed with diisopropyl ether
  4. customThe solid formed
  5. filtrationwas filtered
  6. washwashed with water
  7. washby washing with diisopropyl ether
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c6d7a78d83bb46ebbc685ce330c95415
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340506B2

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