tert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate → (2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoic Acid

HRID 216281Notes

Reaction equation

HRID 216281 reaction equation
[CH3:1][C@@H:2]([CH2:25][CH3:26])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=2)[C:12]1=[O:24])[C:4]([O:6]C(C)(C)C)=[O:5]>ClCCl.FC(F)(F)C(O)=O>[CH3:1][C@@H:2]([CH2:25][CH3:26])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=2)[C:12]1=[O:24])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 86598718tert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate

Product 1

HCID 66891343(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoic Acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of the product of Example 32E (7.3 g) in dichloromethane (50 mL) and trifluoroacetic acid (50 mL) and the mixture was stirred at 25° C. for 3.5 hrs. The solvents were evaporated and the crude acid was used directly without purification.

Workup

  1. customThe solvents were evaporated
  2. customthe crude acid was used directly without purification

Sources & evidence

ORD record
ord-49874ab4ab0a4185b9da9af71d161a67
Source dataset
uspto-grants-2012_06
Patent number
US08193227B2

Reaction notes

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