Carbon tetrabromide → 3-{4-[3-(3-Allyl-biphenyl-4-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester

HRID 459176Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459176
[CH2:1]([C:4]1[CH:5]=[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][CH2:13][OH:14])[CH:2]=[CH2:3].C(Br)(Br)(Br)Br.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH2:45]([O:47][C:48](=[O:60])[C@@H:49]([O:58][CH3:59])[CH2:50][C:51]1[CH:56]=[CH:55][C:54](O)=[CH:53][CH:52]=1)[CH3:46]>ClCCl>[CH2:45]([O:47][C:48](=[O:60])[CH:49]([O:58][CH3:59])[CH2:50][C:51]1[CH:56]=[CH:55][C:54]([O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]2[CH:8]=[CH:7][C:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:5][C:4]=2[CH2:1][CH:2]=[CH2:3])=[CH:53][CH:52]=1)[CH3:46]

Komponenten

6

Edukt 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 11390460(2S)-3-(4-hydroxy-phenyl)-2-methoxypropionic acid ethyl esterHCID 184436063-(3-Allyl-biphenyl-4-yloxy)-propan-1-ol

Produkt 1

HCID 694229003-{4-[3-(3-Allyl-biphenyl-4-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of compound from Step B in dichloromethane was treated with CBr4 (1.12 eq) and PPh3 (1.4 eq) and allow to react for 1.5 hours. The product isolated after chromatography of this reaction was treated under Standard Procedure I with (2S)-3-(4-hydroxy-phenyl)-2-methoxy-propionic acid ethyl ester to give the title compound.

Aufarbeitung

  1. customto react for 1.5 hours
  2. customThe product isolated after chromatography of this reaction

Quellen und Nachweise

ORD-Eintrag
ord-cf5cdbbb851f485496c6cb2e8a0b4829
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192982B2

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