HCID 86746018, compound → HCID 14348567, compound

HRID 655004Notes

Reaction equation

HRID 655004 reaction equation
Cl.[CH3:2][CH:3]1[CH:8]([C:9]([O:11]C)=[O:10])[CH:7]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]([CH3:21])[C:5](=[O:22])[O:4]1>C(O)C>[CH3:2][CH:3]1[CH:8]([C:9]([OH:11])=[O:10])[CH:7]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]([CH3:21])[C:5](=[O:22])[O:4]1

Participants

3

Reactant 1

HCID 86746018HCID 86746018, compound

Product 1

HCID 14348567HCID 14348567, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl (2SR,3SR,4RS,5RS)-tetrahydro-2,5-dimethyl-6-oxo-4-benzylamino-2H-pyrane-3-carboxylate hydrochloride (110 mg) was dissolved in conc. hydrochliric acid (0.9 ml), and the resultant mixture was refluxed for 2 hours. After cooling, the reaction mixture was diluted with ethanol and distilled under reduced pressure. The residue was purified by thin layer chromatography to give (2SR,3SR,4RS,5RS)-tetrahydro-2,5-dimethyl-6-oxo-4-benzylamino-2H-pyrane-3-carboxylic acid.

Workup

  1. temperatureAfter cooling
  2. distillationdistilled under reduced pressure
  3. customThe residue was purified by thin layer chromatography

Sources & evidence

ORD record
ord-450006940c134a668089e6794be77518
Source dataset
uspto-grants-1992_07
Patent number
US05134231

Reaction notes

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