Trifluoroacetic acid → HCID 57656398, compound

HRID 911248Notes

Reaction equation

HRID 911248 reaction equation
C(OC([NH:8][C@@H:9]([CH2:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[CH3:10])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][O:12][CH2:11][C@H:9]([NH2:8])[CH3:10])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66706655HCID 66706655, compound

Product 1

HCID 57656398HCID 57656398, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve-(R)-2-(tert-butoxycarbonylamino)-3-(4-fluorobenzyloxy)-propane (2.18 g, 7.7 mmol) in DCM (50 mL), add trifluoroacetic acid (25 mL), and stir at 0° C. for 20 min. Evaporate and purify by SCX chromatography to give the title compound as a colorless oil (1.2 g, 85%). MS (ES+) m/z: 184 (M+H)+.

Workup

  1. customEvaporate
  2. custompurify by SCX chromatography

Sources & evidence

ORD record
ord-37a153954e4e402983b9c436bad8bdb2
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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