methyl (S)-lactate → (2R)-2-[4'-(2-Benzyl-benzofuran-3-yl)-biphenyl-4-yloxy]-propionic acid

HRID 840632Notes

Reaction equation

HRID 840632 reaction equation
[CH2:1]([C:8]1[O:9][C:10]2[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=2[C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O:31][C:32](=[O:36])[C@H:33]([CH3:35])O>>[CH2:1]([C:8]1[O:9][C:10]2[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=2[C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][C@H:33]([CH3:35])[C:32]([OH:36])=[O:31])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 94386methyl (S)-lactateHCID 105475454'-(2-Benzyl-benzofuran-3-yl)-biphenyl-4-ol

Product 1

HCID 10765880(2R)-2-[4'-(2-Benzyl-benzofuran-3-yl)-biphenyl-4-yloxy]-propionic acid

Procedure

The title compound was prepared from 4′-(2-benzyl-benzofuran-3-yl)-biphenyl-4-ol, and (S)-(+)- lactic acid methyl ester, in substantially the same manner, as described in Example 1, steps g-h, and was obtained as a white solid, mp 112-114° C.; MS m/e 448 (M+);

Workup

  1. customwas obtained as a white solid, mp 112-114° C.

Sources & evidence

ORD record
ord-1189b20f48e64bc6a3a14a1698e3c79b
Source dataset
uspto-grants-2002_04
Patent number
US06369072B2

Reaction notes

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