Hydrochloric Acid → HCID 89893928, compound

HRID 925429Notes

Reaction equation

HRID 925429 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.O1CCOCC1.C(OC(C)C)(C)C.[ClH:31]>C1COCC1>[ClH:31].[NH2:10][N:6]1[CH2:5][C@@H:4]([CH2:3][S:2][CH3:1])[O:8][C:7]1=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 312751,4-DioxaneHCID 89894133HCID 89894133, compound

Product 1

HCID 89893928HCID 89893928, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (S)-tert-butyl 5-(methylthiomethyl)-2-oxooxazolidin-3-ylcarbamate (374 mg, 1.426 mmol) in THF (2 mL), 4M HCl in dioxane (1.25 mL, 4.99 mmol) was added. The reaction was stirred at r.t. for 4 days and a white solid precipitated. The obtained product was filtered and triturated with hot diisopropyl ether affording the title compound (240 mg, 1.208 mmol). Yield=85%.

Workup

  1. customa white solid precipitated
  2. filtrationThe obtained product was filtered

Sources & evidence

ORD record
ord-c3066feedcef4c0ea4c492c779d93dc6
Source dataset
uspto-grants-2016_03
Patent number
US09284306B2

Reaction notes

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