2-[2-(4-Fluoro-phenyl)-ethylsulfanyl]-3-(4-(2-hydroxy-ethyl)-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester → 2-[2-(4-Fluoro-phenyl)-ethylsulfanyl]-3-(4-{2-[2-(4-methanesulfonyloxy-phenyl)-acetoxy]-ethyl}-phenyl)-propionic acid

HRID 709494Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709494
ClC(Cl)(Cl)C[O:4][C:5](=[O:27])[CH:6]([S:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15]O)=[CH:10][CH:9]=1.[CH3:30][S:31]([O:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][C:42]([OH:44])=[O:43])=[CH:37][CH:36]=1)(=[O:33])=[O:32].CS(O)(=O)=O>>[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH2:18][S:17][CH:6]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][O:43][C:42](=[O:44])[CH2:41][C:38]3[CH:37]=[CH:36][C:35]([O:34][S:31]([CH3:30])(=[O:33])=[O:32])=[CH:40][CH:39]=3)=[CH:12][CH:13]=2)[C:5]([OH:27])=[O:4])=[CH:21][CH:22]=1

Komponenten

3

Edukt 2

HCID 668651452-[2-(4-Fluoro-phenyl)-ethylsulfanyl]-3-(4-(2-hydroxy-ethyl)-phenyl)-propionic acid 2,2,2-trichloro-ethyl esterHCID 86650313Methanesulfonic acid (4-methanesulfonyloxy-phenyl)-acetic acid

Produkt 1

HCID 250946862-[2-(4-Fluoro-phenyl)-ethylsulfanyl]-3-(4-{2-[2-(4-methanesulfonyloxy-phenyl)-acetoxy]-ethyl}-phenyl)-propionic acid

Versuchsvorschrift

The title compound was prepared from 2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-3-[4-(2-hydroxy-ethyl)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester (34 mg, 0.072 mmol) and methanesulfonic acid (4-methanesulfonyloxy-phenyl)-acetic acid (15 mg, 0.065 mmol) in the same manner as described for example 1. The crude product was purified by HPLC (yield: 3.0 mg, 8.2%). 1H NMR (400 MHz, CDCl3): δ 7.17-7.24 (m, 4H), 7.00-7.10 (m, 6H), 6.89-6.93 (m, 2H), 4.26 (t, 2H), 3.80 (t, 2H), 3.46-3.50 (dd, 2H), 3.11 (s, 3H), 2.77-2.91 (m, 8H).

Aufarbeitung

  1. customThe crude product was purified by HPLC (yield: 3.0 mg, 8.2%)

Quellen und Nachweise

ORD-Eintrag
ord-09958c618923470db0d5bdc334640583
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181181B2

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