Trifluoroacetic acid → 3-((Tert-butyldimethylsilyl)oxy)azetidin-1-amine 2,2,2-trifluoroacetate

HRID 240729Notes

Reaction equation

HRID 240729 reaction equation
C(OC(=O)[NH:7][N:8]1[CH2:11][CH:10]([O:12][Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])[CH2:9]1)(C)(C)C.[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>>[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24].[C:16]([Si:13]([CH3:15])([CH3:14])[O:12][CH:10]1[CH2:9][N:8]([NH2:7])[CH2:11]1)([CH3:19])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86678104[3-(t-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-carbamic acid t-butyl ester

Product 1

HCID 712939753-((Tert-butyldimethylsilyl)oxy)azetidin-1-amine 2,2,2-trifluoroacetate

Conditions

Temperature
0 °C

Procedure

[3-(t-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-carbamic acid t-butyl ester (100 mg, 331 mmol) was at 0° C. combined with trifluoroacetic acid (2 mL) to give a colorless solution. The reaction mixture was stirred for 2 h at 0° C. and subsequently concentrated in vacuo to give the title compound as colorless oil, which was used without further purification in the next step.

Workup

  1. customwas at 0° C.
  2. customto give a colorless solution
  3. concentrationsubsequently concentrated in vacuo

Sources & evidence

ORD record
ord-78f40d9894904ccfa1531f102391b1e0
Source dataset
uspto-grants-2014_02
Patent number
US08648099B2

Reaction notes

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