1,4-Dioxane hydrochloride → HCID 118308705, compound

HRID 923459Notes

Reaction equation

HRID 923459 reaction equation
C([Si](C)(C)[O:6][CH2:7][C@H:8]([NH:15][S@@](C(C)(C)C)=O)[C:9]1[S:10][C:11]([CH3:14])=[CH:12][N:13]=1)(C)(C)C.[ClH:24].O1CCOCC1>CO>[ClH:24].[NH2:15][C@H:8]([C:9]1[S:10][C:11]([CH3:14])=[CH:12][N:13]=1)[CH2:7][OH:6]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 123996833HCID 123996833, compound

Product 1

HCID 118308705HCID 118308705, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 184 mg of (R)—N-[(1S)-2-{[tert-butyl (dimethyl)silyl]oxy}-1-(5-methyl-1,3-thiazol-2-yl)ethyl]-2-methylpropane-2-sulfinamide in 2 ml of methanol was added 2 ml of a 4 M hydrogen chloride/1,4-dioxane solution, followed by stirring at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and 1 M hydrochloric acid was added thereto, followed by washing with ethyl acetate. The aqueous layer was concentrated under reduced pressure to obtain 112 mg of (2S)-2-amino-2-(5-methyl-1,3-thiazol-2-yl)ethanol hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and 1 M hydrochloric acid
  2. additionwas added
  3. washby washing with ethyl acetate
  4. concentrationThe aqueous layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8327981705c64bb893ec75a02df6ae82
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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