Lithium Hydroxide → HCID 131723202, compound

HRID 843403Notes

Reaction equation

HRID 843403 reaction equation
[CH3:1][N:2]([C@H:33]([CH3:38])[C:34]([O:36]C)=[O:35])[C:3](=[O:32])[CH:4]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=2)=[CH:12][CH:11]=1)[CH2:5][C:6]([NH:8][CH3:9])=[O:7].[Li+].[OH-]>CO>[CH3:1][N:2]([C@H:33]([CH3:38])[C:34]([OH:36])=[O:35])[C:3](=[O:32])[CH:4]([C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][C:18]2[CH:23]=[C:22]([C:24]([F:25])([F:26])[F:27])[CH:21]=[C:20]([C:28]([F:29])([F:30])[F:31])[CH:19]=2)=[CH:14][CH:15]=1)[CH2:5][C:6]([NH:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 131723201HCID 131723201, compound

Product 1

HCID 131723202HCID 131723202, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-{N-methyl-N-[(R/S)-α-methylaminocarbonylmethyl-4-(3,5-bistrifluoromethylbenzyloxy)phenylacetyl]amino}-(R)-propionate 48g (310 mg, 0.56 mmol) was dissolved in MeOH (5 mL) and 1 N LiOH (2 mL) was added. The solution was stirred for 1 hour and concentrated in vacuo. EtOAc was added and the solution was acidified with 1 N HCl, washed with brine, dried over MgSO4, and concentrated to afford the acid (280 mg, 92%) as a solid. MS (ESI): (M+H)+=535.8.

Workup

  1. concentrationconcentrated in vacuo
  2. additionEtOAc was added
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a0d8bdf225e349318b6ab8ba4a10463a
Source dataset
uspto-grants-2002_04
Patent number
US06376665B1

Reaction notes

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