Trifluoroacetic acid → 181495-37-4

HRID 2041133Notes

Reaction equation

HRID 2041133 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]([NH:12]C(OC(C)(C)C)=O)[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:8][CH2:9][C@H:10]([NH2:12])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11254115(R)-3-Benzyloxy-2-(tert-butoxycarbonylamino)-propane

Product 1

HCID 59977290181495-37-4Yield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve (R)-3-benzyloxy-2-(tert-butoxycarbonylamino)-propane (800 mg, 3 mmol) in DCM (10 mL), add trifluoroacetic acid (5 mL), and stir at 0° C. for 20 min. Evaporate and purify by SCX chromatography to give the title compound as a colorless oil (440 mg, 89%). MS (ES+) m/z: 166 (M+H)+.

Workup

  1. customEvaporate
  2. custompurify by SCX chromatography

Sources & evidence

ORD record
ord-031aad7227c149aeafd37d4a6007df37
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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