4-Cumylphenol → (2S)-2-Methoxy-3-(4-{5-[4-(1-methyl-1-phenyl-ethyl)-phenoxy]-pent-1-ynyl}-phenyl)-propionic acid

HRID 459097Notes

Reaction equation

C([O:3][C:4](=[O:21])[CH:5]([O:19][CH3:20])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15][CH2:16][CH2:17]Br)=[CH:9][CH:8]=1)C.[C:22]([C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([CH3:24])[CH3:23]>>[CH3:20][O:19][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]#[C:14][CH2:15][CH2:16][CH2:17][O:37][C:34]2[CH:33]=[CH:32][C:31]([C:22]([CH3:24])([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH3:23])=[CH:36][CH:35]=2)=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:21]

Participants

Reactant 2

HCID 117424-Cumylphenol

HCID 694219733-[4-(5-Bromo-pent-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822594(2S)-2-Methoxy-3-(4-{5-[4-(1-methyl-1-phenyl-ethyl)-phenoxy]-pent-1-ynyl}-phenyl)-propionic acid

Procedure

The title compound was prepared from 3-[4-(5-Bromo-pent-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 24, Step A and 4-cumylphenol in a manner analogous to that described for Example 24, Step B. MS(ES) for C30H32O4 [M+NH4]+: 474.3

Sources & evidence

ORD record: ord-8efd19bd52354c72b2926115edef91e1
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

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