Potassium hydroxy sulfite → HCID 86616778, compound

HRID 1725628Notes

Reaction equation

HRID 1725628 reaction equation
O[O:2][S:3]([O-:5])=O.[K+].[CH:7]1([CH2:10][N:11]2[C:17](=[O:18])[C@H:16]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:15]S[C@@H:13]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:12]2)[CH2:9][CH2:8]1>CO.O>[CH:7]1([CH2:10][N:11]2[C:17](=[O:18])[C@H:16]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:24])([CH3:25])[CH3:23])[CH2:15][S:3](=[O:5])(=[O:2])[C@@H:13]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:12]2)[CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 86616777HCID 86616777, compound

Product 1

HCID 86616778HCID 86616778, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

Oxone (488 mg, 0.80 mmol) was added to a solution of tert-butyl (2S,6S)-4-(cyclopropylmethyl)-5-oxo-2-phenyl-1,4-thiazepan-6-ylcarbamate (60 mg, 0.16 mmol) in methanol (7.5 mL) and water (7.5 mL). After 18 h, water was added. The mixture was extracted with ethyl acetate, and the organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated to give the title compound (63 mg).

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5c213fe0e89d4372923b41e551872a18
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

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