Trifluoroacetic acid → HCID 178500823, compound

HRID 1633905Notes

Reaction equation

HRID 1633905 reaction equation
C(OC([N:8]([CH2:19][C:20]1[CH:34]=[CH:33][C:23]([C:24]([NH:26][CH:27]([CH3:32])[C:28]([O:30][CH3:31])=[O:29])=[O:25])=[CH:22][CH:21]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:11][CH2:10]1)=O)(C)(C)C.[C:35]([OH:41])([C:37]([F:40])([F:39])[F:38])=[O:36]>ClCCl>[F:38][C:37]([F:40])([F:39])[C:35]([OH:41])=[O:36].[C:15]([C@H:12]1[CH2:11][CH2:10][C@H:9]([NH:8][CH2:19][C:20]2[CH:21]=[CH:22][C:23]([C:24]([NH:26][CH:27]([CH3:32])[C:28]([O:30][CH3:31])=[O:29])=[O:25])=[CH:33][CH:34]=2)[CH2:14][CH2:13]1)([CH3:17])([CH3:16])[CH3:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178500824HCID 178500824, compound

Product 1

HCID 178500823HCID 178500823, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl trans-4-{[N-(tert-butoxycarbonyl)-N-(4-tert-buylcyclohexyl)amino]methyl}benzoylaminopropanoate (19.5 g, 41.1 mmol) was dissolved in a mixture of TFA (200 mL) and dichloromethane (200 mL), while cooling on an ice bath. The ice bath was removed and the mixture allowed to stir at room temperature for 30 min. Solvent was removed by rotary evaporation, and the crystalline residue recrystallized from ethyl acetate/heptane. Yield: 14.8 g (74%).

Workup

  1. temperaturewhile cooling on an ice bath
  2. customThe ice bath was removed
  3. customSolvent was removed by rotary evaporation
  4. customthe crystalline residue recrystallized from ethyl acetate/heptane

Sources & evidence

ORD record
ord-2821b89313ea42369e1f412e6db7d12f
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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