Trifluoroacetic acid → (S)-1-Methoxymethyl-3,3-dimethyl-butylamine trifluoroacetate

HRID 1052137Notes

Reaction equation

HRID 1052137 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:14][O:15][CH3:16])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])(C)(C)C.[C:18]([OH:24])([C:20]([F:23])([F:22])[F:21])=[O:19]>C(Cl)Cl>[F:21][C:20]([F:23])([F:22])[C:18]([OH:24])=[O:19].[CH3:16][O:15][CH2:14][C@@H:8]([NH2:7])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90019826((S)-1-methoxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester

Product 1

HCID 90019397(S)-1-Methoxymethyl-3,3-dimethyl-butylamine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ((S)-1-methoxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester (193 mg, 0.787 mmol) in CH2Cl2 (6 mL) was added TFA (0.606 mL, 7.87 mmol). The reaction mixture was stirred at RT for 2 h and concentrated to give the desired material which was used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 7.83 (bs, 3H), 3.50 (m, 1H), 3.35 (m, 1H), 3.35 8s, 3H), 3.28 (m, 1H), 1.48 (dd, 1H), 1.36 (dd, 1H), 0.92 (s, 9H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-7492c3333ce54b09bff5d03f19f20d1e
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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