3-(Tert-butoxycarbonylamino)-1-(3-fluorophenoxy)cyclohexanecarboxylic acid → 3-Amino-1-(3-fluorophenoxy)cyclohexanecarboxylic acid

HRID 530850Notes

Reaction equation

HRID 530850 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][C:11]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)([C:15]([OH:17])=[O:16])[CH2:10]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O>[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][C:11]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)([C:15]([OH:17])=[O:16])[CH2:10]1

Participants

3

Reactant 1

HCID 679834013-(Tert-butoxycarbonylamino)-1-(3-fluorophenoxy)cyclohexanecarboxylic acid

Product 1

HCID 679836503-Amino-1-(3-fluorophenoxy)cyclohexanecarboxylic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A reaction mixture of 3-(tert-butoxycarbonylamino)-1-(3-fluorophenoxy)cyclohexanecarboxylic acid in TFA (neat) was stirred at room temperature for 10 minutes. The product, 3-amino-1-(3-fluorophenoxy)cyclohexanecarboxylic acid, was obtained after purification by reverse phase HPLC.

Sources & evidence

ORD record
ord-9a95235d3e1a44adaf80467cbb98f3f5
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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