3-Cyanophenol → (2S)-3-{4-[3-(3-cyano-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

HRID 459321

Reaktionsgleichung

C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[OH:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[C:25]#[N:26].CO[C@@H](CC1C=CC(OCCCOC2C=CC=CC=2)=CC=1)C(O)=O>>[C:25]([C:24]1[CH:23]=[C:22]([CH:29]=[CH:28][CH:27]=1)[O:21][CH2:16][CH2:15][CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=1)#[N:26]

Komponenten

Edukt 3

HCID 133943-Cyanophenol

HCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

HCID 58822897(2S)-2-methoxy-3-[4-(3-phenoxy propoxy)-phenyl]-propionic acid

Produkt 1

HCID 58823020(2S)-3-{4-[3-(3-cyano-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Versuchsvorschrift

The title compound was prepared from (2S)-3-[4-(3-bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester (Example 284, Step 2) and 3-hydroxy-benzonitrile via the same procedure used for the preparation of (2S)-2-methoxy-3-[4-(3-phenoxy-propoxy)-phenyl]-propionic acid (Example 285, Step 1), to produce a colorless oil.

Aufarbeitung

customto produce a colorless oil

Quellen und Nachweise

ORD-Eintrag: ord-027aa169f51243a3a843d1700e167a28
Quelldatensatz: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07192982B2

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