Lithium hydroxide, monohydrate → HCID 10225224, compound

HRID 585009Notes

Reaction equation

HRID 585009 reaction equation
[CH2:1]([O:3][C@@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]([CH3:33])[C:24](=[O:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH:17]=2)=[CH:12][CH:11]=1)[C:5]([O:7]C)=[O:6])[CH3:2].O.[OH-].[Li+]>>[CH2:1]([O:3][C@@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]([CH3:33])[C:24](=[O:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH:17]=2)=[CH:12][CH:11]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86591273HCID 86591273, compound

Product 1

HCID 10225224HCID 10225224, compound

Procedure

In a manner similar to that of Example 13(c), by reacting 180 mg (0.4 mmol) of methyl (S)-2-ethoxy-3-{3′-[(methyloctanoylamino)methyl]biphenyl-4-yl}propionate with 17 mg (0.4 mmol) of lithium hydroxide monohydrate, and after purification by chromatography on a column of silica eluted with a heptane/ethyl acetate mixture (50/50), 130 mg (74%) of the expected product are obtained in the form of a colorless oil.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a heptane/ethyl acetate mixture (50/50), 130 mg (74%) of the expected product
  3. customare obtained in the form of a colorless oil

Sources & evidence

ORD record
ord-3832765c2a8f443286a636937b2fa799
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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