Methyl (2S)-2-hydroxy-4-methylpentanoate → (2R)-2-[4'-(2-benzyl-benzofuran-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-4-methyl-pentanoic acid

HRID 840640Notes

Reaction equation

HRID 840640 reaction equation
[CH2:1]([C:8]1[O:9][C:10]2[CH:31]=[CH:30][CH:29]=[CH:28][C:11]=2[C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[C:23]([Br:25])[C:22]([OH:26])=[C:21]([Br:27])[CH:20]=2)=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O:33][C:34](=[O:41])[C@@H:35](O)[CH2:36][CH:37]([CH3:39])[CH3:38]>>[CH2:1]([C:8]1[O:9][C:10]2[CH:31]=[CH:30][CH:29]=[CH:28][C:11]=2[C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:20]=[C:21]([Br:27])[C:22]([O:26][C@H:35]([CH2:36][CH:37]([CH3:39])[CH3:38])[C:34]([OH:41])=[O:33])=[C:23]([Br:25])[CH:24]=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 9989388Methyl (2S)-2-hydroxy-4-methylpentanoateHCID 10506471HCID 10506471, compound

Product 1

HCID 9830938(2R)-2-[4'-(2-benzyl-benzofuran-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-4-methyl-pentanoic acid

Procedure

The title compound was prepared from 4′-(2-benzyl-benzofuran-3-yl)-3,5-dibromo-biphenyl-4-ol, and (S)-(−)-hydroxyisocaproic acid methyl ester, in substantially the same manner, as described in Example 1, steps g-h, and was obtained as a white solid, mp 81-83° C.; MS m/e 645 (M−H)+;

Workup

  1. customwas obtained as a white solid, mp 81-83° C.

Sources & evidence

ORD record
ord-87c7dbd2c94b40a5b1e01553733471bd
Source dataset
uspto-grants-2002_04
Patent number
US06369072B2

Reaction notes

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