TBAF tetrahydrofuran → HCID 59853899, compound

HRID 2374841Notes

Reaction equation

HRID 2374841 reaction equation
[C:1]([NH:5][C:6](=[O:41])[CH:7]([NH:17][C:18]([N:20]1[CH2:25][CH2:24][C:23](=[C:26]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[CH:30]=[CH:29][C:28]3[CH:37]=[CH:38][CH:39]=[CH:40][C:27]2=3)[CH2:22][CH2:21]1)=[O:19])[CH2:8][O:9][Si](C(C)(C)C)(C)C)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>O1CCCC1>[C:1]([NH:5][C:6](=[O:41])[CH:7]([NH:17][C:18]([N:20]1[CH2:25][CH2:24][C:23](=[C:26]2[C:27]3[CH:40]=[CH:39][CH:38]=[CH:37][C:28]=3[CH:29]=[CH:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]2=3)[CH2:22][CH2:21]1)=[O:19])[CH2:8][OH:9])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 11078149TBAF tetrahydrofuranHCID 68422060HCID 68422060, compound

Product 1

HCID 59853899HCID 59853899, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

113 mg (0.197 mmol) of N-[2-(t-butylamino)-1-({[t-butyl(dimethyl)-silyl]oxy}methyl)-2-oxoethyl]-4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinecarboxamide was dissolved in 3 ml of tetrahydrofuran. 0.22 ml of 1 M tetrabutylammonium fluoride/tetrahydrofuran solution was added to the obtained solution, and they were stirred for 30 minutes. After the purification by the silica gel chromatography (hexane:ethyl acetate=9:1 to 3:2), the title compound was obtained.

Workup

  1. customAfter the purification by the silica gel chromatography (hexane:ethyl acetate=9:1 to 3:2)

Sources & evidence

ORD record
ord-b9109ebeee054d19b05369d968ded649
Source dataset
uspto-grants-2008_12
Patent number
US07462630B2

Reaction notes

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