Trifluoroacetic acid → [2-((R)-1-amino-ethyl)-oxazol-4-yl]-methanol trifluoroacetate

HRID 245940Notes

Reaction equation

HRID 245940 reaction equation
C(OC(=O)[NH:7][C@@H:8]([C:10]1[O:11][CH:12]=[C:13]([CH2:15][OH:16])[N:14]=1)[CH3:9])(C)(C)C.[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21]>ClCCl>[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21].[NH2:7][C@@H:8]([C:10]1[O:11][CH:12]=[C:13]([CH2:15][OH:16])[N:14]=1)[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68670262(R)-tert-butyl 1-(4-(hydroxymethyl)oxazol-2-yl)ethylcarbamate

Product 1

HCID 71280113[2-((R)-1-amino-ethyl)-oxazol-4-yl]-methanol trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a round-bottomed flask, [(R)-1-(4-hydroxymethyl-oxazol-2-yl)-ethyl]-carbamic acid tert-butyl ester (137 mg, 0.51 mmol) was dissolved in dichloromethane (3 ml) and trifluoroacetic acid (1.2 ml, 15.6 mmol) was slowly added. The reaction was stirred at room temperature for 1.5 h then concentrated to afford [2-((R)-1-amino-ethyl)-oxazol-4-yl]-methanol trifluoroacetate as a brown oil which was used without further purification.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-c2524aa9dd504d68bc535e9ec978dcc4
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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