Trifluoroacetic acid → HCID 118308776, compound

HRID 923513Notes

Reaction equation

HRID 923513 reaction equation
CC1(C)[N:6](C(OC(C)(C)C)=O)[C@:5]([CH3:20])([C:14]2[O:15][C:16]([CH3:19])=[N:17][N:18]=2)[CH2:4][O:3]1.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>ClCCl>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[NH2:6][C@@:5]([C:14]1[O:15][C:16]([CH3:19])=[N:17][N:18]=1)([CH3:20])[CH2:4][OH:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90192612HCID 90192612, compound

Product 1

HCID 118308776HCID 118308776, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 220 mg of tert-butyl (4S)-2,2,4-trimethyl-4-(5-methyl-1,3,4-oxadiazol-2-yl)-1,3-oxazolidine-3-carboxylate in 3.0 ml of dichloromethane was added 1.5 ml of trifluoroacetic acid, followed by stirring at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was azeotropic distilled with methanol to obtain 266 mg of (2S)-2-amino-2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-1-ol trifluoroacetate as a crude product, which was used for the next reaction without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. distillationthe obtained residue was azeotropic distilled with methanol

Sources & evidence

ORD record
ord-c46742a0df4547dba1f4d1bfd1fd001e
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

Loading…