Hydroxy-(4-methoxy-phenyl)-phenyl-acetic acid → Hydroxy-(4-methoxy-phenyl)-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

HRID 660075Notes

Reaction equation

HRID 660075 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3](OC(=O)C(O)(C1C=CC=C(OC)C=1)C1C=CC=C(OC)C=1)[CH2:2]2.OC(C1C=CC=C(OC)C=1)(C1C=CC=C(OC)C=1)C(O)=O.[OH:51][C:52]([C:62]1[CH:67]=[CH:66][C:65]([O:68][CH3:69])=[CH:64][CH:63]=1)([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:53]([OH:55])=[O:54]>>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:54][C:53](=[O:55])[C:52]([OH:51])([C:62]1[CH:63]=[CH:64][C:65]([O:68][CH3:69])=[CH:66][CH:67]=1)[C:56]1[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=1)[CH2:2]2

Participants

4

Reactant 3

HCID 231899Hydroxy-(4-methoxy-phenyl)-phenyl-acetic acid2×HCID 585026Hydroxy-bis-(3-methoxyphenyl)acetic acidHCID 86627867Hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester2×

Product 1

HCID 86627868Hydroxy-(4-methoxy-phenyl)-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Procedure

This compound is prepared by an analogous method to hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Intermediate K) by replacing hydroxy-bis-(3-methoxy-phenyl)-acetic acid (Intermediate J) with hydroxy-(4-methoxy-phenyl)-phenyl-acetic acid (Intermediate L).

Sources & evidence

ORD record
ord-4903f37313b84c86a1df3cc2b82ba723
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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