Trifluoroacetic acid → HCID 118308780, compound

HRID 923515Notes

Reaction equation

HRID 923515 reaction equation
CC1(C)[N:6](C(OC(C)(C)C)=O)[C@:5]([CH3:20])([C:14]2[S: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[S:15][C:16]([CH3:19])=[N:17][N:18]=1)([CH3:20])[CH2:4][OH:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90192623HCID 90192623, compound

Product 1

HCID 118308780HCID 118308780, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.2 g of tert-butyl (4S)-2,2,4-trimethyl-4-(5-methyl-1,3,4-thiadiazol-2-yl)-1,3-oxazolidine-3-carboxylate in 12 ml of dichloromethane was added 4 ml of trifluoroacetic acid, followed by stirring at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was azeotropic distilled with methanol to obtain 1.59 g of (2S)-2-amino-2-(5-methyl-1,3,4-thiadiazol-2-yl)propan-1-ol trifluoroacetate as a crude product.

Workup

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

Sources & evidence

ORD record
ord-0d909350a4eb47fbb37118e173626cc7
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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