Caffeic Acid → HCID 9910538, Verbindung

HRID 278849

Reaktionsgleichung

Reaktionsgleichung von HRID 278849
C(O[C:9]([NH:11][C@H:12]([C:21]([NH:23][CH2:24][CH2:25][C:26]1[CH:33]=[CH:32][C:30]([OH:31])=[C:28]([OH:29])[CH:27]=1)=[O:22])[CH2:13][C:14](=[O:20])[O:15]C(C)(C)C)=[O:10])C1C=CC=CC=1.C(O)(=O)/[CH:35]=[CH:36]/[C:37]1[CH:44]=[CH:43][C:41]([OH:42])=[C:39]([OH:40])[CH:38]=1>>[C:9]([NH:11][C@H:12]([C:21]([NH:23][CH2:24][CH2:25][C:26]1[CH:33]=[CH:32][C:30]([OH:31])=[C:28]([OH:29])[CH:27]=1)=[O:22])[CH2:13][C:14](=[O:20])[OH:15])(=[O:10])/[CH:35]=[CH:36]/[C:37]1[CH:44]=[CH:43][C:41]([OH:42])=[C:39]([OH:40])[CH:38]=1

Komponenten

3

Edukt 2

HCID 689043Caffeic AcidHCID 131723152HCID 131723152, Verbindung

Produkt 1

HCID 9910538HCID 9910538, VerbindungAusbeute 52,4 %

Versuchsvorschrift

N-(N′-benzyloxycarbonyl-Oγ-tert-butyl-L-aspartyl)dopamine (1.0 g, 2.3 mmol) was deprotected by hydrogenolysis as described in example 5. The product thus obtained was then coupled with caffeic acid (621 mg, 3.5 mmol) according to the indications of example 4. Purification by flash chromatography using 30-50% AcOEt/CH2Cl2 containing 1% AcOH yielded 519 mg (47%) of the title compound as yellow crystals.

Aufarbeitung

  1. customThe product thus obtained
  2. customPurification by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-255f868c04ff4cfaadfd676d1d709f94
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362165B1

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