1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester

HRID 1591984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1591984
C1CCN2C(=NCCC2)CC1.[CH2:12]([CH:14]([CH2:27][CH3:28])[CH2:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([CH2:24]Br)=[CH:20][CH:19]=1)[CH3:13].[CH3:29][O:30][C:31]1[CH:45]=[C:44]([O:46][CH3:47])[CH:43]=[CH:42][C:32]=1[CH2:33][N:34]1[C:38](=[O:39])[CH2:37][NH:36][S:35]1(=[O:41])=[O:40]>C(Cl)Cl>[CH2:12]([CH:14]([CH2:27][CH3:28])[CH2:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:36]2[CH2:37][C:38](=[O:39])[N:34]([CH2:33][C:32]3[CH:42]=[CH:43][C:44]([O:46][CH3:47])=[CH:45][C:31]=3[O:30][CH3:29])[S:35]2(=[O:40])=[O:41])=[CH:20][CH:19]=1)[CH3:13]

Komponenten

5

Edukt 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 66751042HCID 66751042, VerbindungHCID 671383384-Bromomethyl-benzoic acid 2-ethyl-butyl ester

Produkt 1

HCID 671388714-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

DBU (127 mg, 0.836 mmol) is added slowly to a suspension of the title B compound, 4-bromomethyl-benzoic acid 2-ethyl-butyl ester (250 mg, 0.836 mmol) and the title B compound in Example 9, 2-(2,4-dimethoxybenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (240 mg, 0.836 mmol) in 10 mL of CH2Cl2 at RT. The resulting solution is stirred at RT overnight. The solvent is evaporated under reduced pressure and the residue is chromatographed on silica gel with EtOAc/hexane (gradient 60-40) to afford 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester as a white solid.

Aufarbeitung

  1. customat RT
  2. customThe solvent is evaporated under reduced pressure
  3. customthe residue is chromatographed on silica gel with EtOAc/hexane (gradient 60-40)

Quellen und Nachweise

ORD-Eintrag
ord-d799ee9bf1804c63b171bf3f4eeafaae
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291635B2

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