Acetic Anhydride → 4-[3-{6-[3-(4-Acetyl-piperazine-1-carbonyl)-5-benzo[1,3]dioxol-5-yl-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric Acid

HRID 1670078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1670078
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:11]=[C:12]([CH:38]=[C:39]([C:41]([N:43]4[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]4)=[O:42])[CH:40]=3)[O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]3[C:21]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])=[C:22]([CH:30]=[CH:31][CH:32]=3)[O:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:9][C:4]=2[O:3][CH2:2]1.[C:49](OC(=O)C)(=[O:51])[CH3:50].C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[C:49]([N:46]1[CH2:45][CH2:44][N:43]([C:41]([C:39]2[CH:38]=[C:12]([CH:11]=[C:10]([C:8]3[CH:7]=[CH:6][C:5]4[O:1][CH2:2][O:3][C:4]=4[CH:9]=3)[CH:40]=2)[O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[C:21]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])=[C:22]([CH:30]=[CH:31][CH:32]=2)[O:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[O:42])[CH2:48][CH2:47]1)(=[O:51])[CH3:50]

Komponenten

6

Edukt 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 426303214-[3-{6-[3-Benzo[1,3]dioxol-5-yl-5-(piperazine-1-carbonyl)-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric acid

Produkt 1

HCID 673390604-[3-{6-[3-(4-Acetyl-piperazine-1-carbonyl)-5-benzo[1,3]dioxol-5-yl-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

4-[3-{6-[3-Benzo[1,3]dioxol-5-yl-5-(piperazine-1-carbonyl)-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (0.29 mmol), acetic anhydride (1.2 eq.), triethylamine (3 eq.) were combined in dichloromethane (2 mL) and stirred overnight. Then the reaction mixture was diluted with ethyl acetate, washed with water and dried over anhydrous sodium sulfate. The organic extract was concentrated under reduced pressure and purified by reverse-phase HPLC to yield the title compound.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. extractionThe organic extract
  4. concentrationwas concentrated under reduced pressure
  5. custompurified by reverse-phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-56601493fce84ec584e5a8823c8abad4
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989454B2

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