HCID 10025041, Verbindung → HCID 11756332, Verbindung

HRID 1819932Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1819932
[CH2:1]([C:3]([C:21]1[S:25][C:24]([C:26](O)=[O:27])=[C:23]([CH3:29])[CH:22]=1)([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH:14]([OH:19])[C:15]([CH3:18])([CH3:17])[CH3:16])=[C:8]([CH3:20])[CH:7]=1)[CH2:4][CH3:5])[CH3:2].Cl.[CH3:31][O:32][C:33](=[O:38])[C:34]([NH2:37])([CH3:36])[CH3:35]>>[CH3:31][O:32][C:33](=[O:38])[C:34]([NH:37][C:26]([C:24]1[S:25][C:21]([C:3]([CH2:4][CH3:5])([C:6]2[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH:14]([OH:19])[C:15]([CH3:18])([CH3:17])[CH3:16])=[C:8]([CH3:20])[CH:7]=2)[CH2:1][CH3:2])=[CH:22][C:23]=1[CH3:29])=[O:27])([CH3:36])[CH3:35]

Komponenten

3

Edukt 2

HCID 10025041HCID 10025041, VerbindungHCID 13258034Methyl 2-aminoisobutyrate hydrochloride

Produkt 1

HCID 11756332HCID 11756332, VerbindungAusbeute 81,3 %

Versuchsvorschrift

Using the procedure analogous to Example 52, enantiomer 1 of 5-{1-Ethyl-1-[4-(2-hydroxy-3,3-dirnethyl-butoxy)-3-methyl-phenyl]-propyl}-3-methyl-thiophene-2-carboxylic acid (Example 7) (0.2 g, 0.48 mmol) and 2-amino-2-methyl-propionic acid methyl ester hydrochloride salt (0.018 g, 0.53 mmol) to give the title compound (0.20 g, 0.39 mmol, 71%). 1HNMR (CDC3), δ 0.69 (t, J=7.0 Hz, 6H), 1.01 (s, 9H), 1.60 (s, 6H), 2.02-2.13 (m, 4H), 2.19 (s, 3H), 2.44 (s, 3H), 3.70 (dd, J=8.9, 2.6 Hz, 1H), 3.76 (s, 3H), 3.86 (t, J=8.7, 1H), 4.09 (dd, J=9.4, 2.6 Hz, 1H), 6.28 (s, 1H), 6.59 (s, 1H), 6.73 (d, J=8.4 Hz, 1H), 6.99 (d, J=2.2 Hz, 1H), 7.04 (dd, J=8.4, 2.2 Hz, 1H). LC/MS (m/z): calcd. for C29H44NO5S (M+H)+: 518.7; found: 518.2.

Quellen und Nachweise

ORD-Eintrag
ord-0752aebd7b214860b206bb89dc9839ee
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07601850B2

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