Hydrochloric Acid → HCID 89893940, compound

HRID 925433Notes

Reaction equation

HRID 925433 reaction equation
[CH3:1][S:2][CH2:3][C@@H:4]1[O:8][C:7](=[O:9])[N:6]([NH:10]C(=O)OC(C)(C)C)[CH2:5]1.[ClH:18].O1CCOCC1>C1COCC1>[ClH:18].[NH2:10][N:6]1[CH2:5][C@H:4]([CH2:3][S:2][CH3:1])[O:8][C:7]1=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 89893984HCID 89893984, compound

Product 1

HCID 89893940HCID 89893940, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (R)-tert-butyl 5-(methylthiomethyl)-2-oxooxazolidin-3-ylcarbamate (429 mg, 1.63 mmol) in THF (3 mL), a solution of 4M HCl in dioxane (1.022 mL, 4.09 mmol) was added. The reaction was stirred at room temperature overnight under nitrogen. Conversion was complete. The title compound, precipitated as a white solid, was filtered, washed with diisopropyl ether and dried under vacuum, (260 mg, 1.31 mmol). Yield=80%.

Workup

  1. customThe title compound, precipitated as a white solid
  2. filtrationwas filtered
  3. washwashed with diisopropyl ether
  4. customdried under vacuum, (260 mg, 1.31 mmol)

Sources & evidence

ORD record
ord-d34e8b2ee6524bc38a13dcf617b3a27f
Source dataset
uspto-grants-2016_03
Patent number
US09284306B2

Reaction notes

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