Trifluoroacetic acid → (R)-2-aminobut-3-yn-1-ol trifluoroacetate

HRID 1620647Notes

Reaction equation

HRID 1620647 reaction equation
[C:1]([C@@H:3]1[CH2:7][O:6]C(C)(C)[N:4]1C(OC(C)(C)C)=O)#[CH:2].[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20]>CO>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[NH2:4][C@H:3]([C:1]#[CH:2])[CH2:7][OH:6]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11096274tert-Butyl (4R)-4-ethynyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Product 1

HCID 86678813(R)-2-aminobut-3-yn-1-ol trifluoroacetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (R)-tert-butyl 4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate (680 mg) (Tetrahedron 1996, 52, 11215.) in methanol (20 mL) was added trifluoroacetic acid (0.23 mL). The reaction mixture was stirred at room temperature for 4 hr and concentrated under reduced pressure to give the title compound (623 mg).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5e0e3acfe6a741fa83d51040380aea2c
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

Loading…