Hydrochloric Acid → HCID 69882219, compound

HRID 843395Notes

Reaction equation

HRID 843395 reaction equation
[CH3:1][N:2]([C@H:23]([CH3:28])[C:24]([O:26]C)=[O:25])[C:3](=[O:22])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[CH:15]=2)=[CH:8][CH:7]=1)[CH3:5].[Li+].[OH-].Cl>C1COCC1>[CH3:1][N:2]([C@H:23]([CH3:28])[C:24]([OH:26])=[O:25])[C:3](=[O:22])[CH:4]([C:6]1[CH:7]=[CH:8][C:9]([O:12][CH2:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[CH:15]=2)=[CH:10][CH:11]=1)[CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69882989HCID 69882989, compound

Product 1

HCID 69882219HCID 69882219, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-{N-methyl-N-[(R/S)-α-methyl-4-(3,5-dimethylbenzyloxy)phenylacetyl]amino}-(R)-propionate 46b (107 mg, 0.28 mmol) in THF (5 mL) was treated with 1 N LiOH (1 mL) for 40 min. The solution was acidified with 1 N HCl (1.5 mL) and extracted with EtOAc three times. The combined organic layers were washed with brine, dried over MgSO4 and concentrated to give the acid (103 mg, 100%) as a solid. MS (CI—NH3): (M+H)+=370.

Workup

  1. extractionextracted with EtOAc three times
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-515f97dce4644e17be4574e7757c0cd6
Source dataset
uspto-grants-2002_04
Patent number
US06376665B1

Reaction notes

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