Hydrochloric Acid → 5-{(2R)-2-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic aicd bis-(2,2,4-trimethyl-pentyl) ester

HRID 1416774

Reaktionsgleichung

Reaktionsgleichung von HRID 1416774
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:29])[CH2:9][NH:10][CH:11]([CH3:28])[CH2:12][C:13]2[CH:27]=[CH:26][C:16]3[O:17][C:18]([C:23]([OH:25])=[O:24])([C:20]([OH:22])=[O:21])[O:19][C:15]=3[CH:14]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:30][C:31]([CH3:38])([CH2:34][CH:35]([CH3:37])[CH3:36])[CH2:32]O.[K+].[Br-].Cl>>[CH3:30][C:31]([CH3:38])([CH2:34][CH:35]([CH3:37])[CH3:36])[CH2:32][O:24][C:23]([C:18]1([C:20]([O:22][CH2:30][C:31]([CH3:38])([CH3:32])[CH2:34][CH:35]([CH3:37])[CH3:36])=[O:21])[O:17][C:16]2[CH:26]=[CH:27][C:13]([CH2:12][C@H:11]([NH:10][CH2:9][C@@H:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[OH:29])[CH3:28])=[CH:14][C:15]=2[O:19]1)=[O:25]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 312582,2,4-Trimethyl-1-pentanolHCID 253877Potassium BromideHCID 42813555-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid

Produkt 1

HCID 1317212865-{(2R)-2-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic aicd bis-(2,2,4-trimethyl-pentyl) ester

Versuchsvorschrift

The title compound was prepared from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 2,2,4-trimethylpentanol according to the procedure of Example 1 as an off-white solid; 1H NMR (DMSO-d6,400 MHz) δ 0.65-0.9 (m, 24H, 8×CH3), 1.09 (d, J=6.4 Hz, 3H, CH3), 1.1-1.4 (m, 4H, CH2, CH2), 2.62 (m, 1H, CH), 3-3.3 (m, 3H, CH, CH2), 3.4 (brs, 1H, CH), 4.04 (s, 4H, OCH2, OCH2), 5.05 (m, 1H, CH), 6.34 (d, J=3.95 Hz, 1H, OH), 6.85 (dd, J=7.9, 1.32 Hz, 1H, Ar--H), 7.07 (m, 2H, Ar--H), 7.38-7.42 (m, 3H, Ar--H), 7.5 (s, 1H, Ar--H), 8.7 (brs, 1H, NH), 9.1 (brs, 1H, NH); IR (KBr, cm-1) 3300 (OH), 2900 (NH), 1760 (CO); MS m/e 646 (M+H)+ ; Analysis for: C36H52ClNO7 ×HCl: Calc'd: C, 63.33; H, 7.83; N, 2.05; Found: C, 62.96; H, 7.71; N, 2.44.

Quellen und Nachweise

ORD-Eintrag
ord-34bbc571ef954f1f977aa2ee51477967
Quelldatensatz
uspto-grants-1999_06
Patentnummer
US05914339

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