Methanol → 2-[(4-{[4-(Tert-butoxycarbonyl)piperazin-1-yl]carbonyl}phenyl)(phenyl)methoxy]-4-methylpentanoic acid potassium salt

HRID 1180379Notes

Reaction equation

C[O:2][C:3]([CH:5]([O:10][CH:11]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:12]1[CH:32]=[CH:31][C:15]([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]2)=[O:17])=[CH:14][CH:13]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])=[O:4].CO.[OH-].[K+:42]>C1COCC1>[K+:42].[C:27]([O:26][C:24]([N:21]1[CH2:22][CH2:23][N:18]([C:16]([C:15]2[CH:31]=[CH:32][C:12]([CH:11]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[O:10][CH:5]([CH2:6][CH:7]([CH3:8])[CH3:9])[C:3]([O-:4])=[O:2])=[CH:13][CH:14]=2)=[O:17])[CH2:19][CH2:20]1)=[O:25])([CH3:29])([CH3:30])[CH3:28]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of tert-butyl 4-{4-[[1-(methoxycarbonyl)-3-methylbutoxy](phenyl)methyl]benzoyl}piperazine-1-carboxylate from step 3 (0.6 g, 1.1 mmol) in THF (6.5 mL) was added methanol (2.2 mL) and 1.0N aqueous potassium hydroxide solution (2.2 mL, 2.2 mmol). The mixture was heated at 70° C. for 20 minutes and then cooled down to room temperature. The crude mixture was evaporated under reduced pressure and co-evaporated twice with toluene. The solid residue obtained was used as such in the next step.

Workup

temperaturecooled down to room temperature
customThe crude mixture was evaporated under reduced pressure
customThe solid residue obtained

Sources & evidence

ORD record: ord-f2ef7583725840fe84541965e437bcfe
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279478B2

Reaction notes

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