Diazomethane → HCID 53637132, compound

HRID 383141Notes

Reaction equation

HRID 383141 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:16]([OH:18])=[O:17])[CH2:10][CH2:11][S:12][CH:13]([F:15])[F:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N+](=[CH2:21])=[N-]>C(OCC)C>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:16]([O:18][CH3:21])=[O:17])[CH2:10][CH2:11][S:12][CH:13]([F:14])[F:15])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 14857953HCID 14857953, compound

Product 1

HCID 53637132HCID 53637132, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of N-tert-butoxycarbonyl-S-difluoromethylhomocysteine in diethyl ether (1 mL) was added a solution of diazomethane in ether until a faint yellow color persisted. The excess reagent was quenched by addition of glacial acetic acid, and the reaction was concentrated. The residue was purified by silica gel chromatography eluting with 20% EtOAc/hexane to afford a colorless oil (400 mg).

Workup

  1. customThe excess reagent was quenched by addition of glacial acetic acid
  2. concentrationthe reaction was concentrated
  3. customThe residue was purified by silica gel chromatography
  4. washeluting with 20% EtOAc/hexane

Sources & evidence

ORD record
ord-bb4ac8ab6c64485b85bee8c969e8b143
Source dataset
uspto-grants-2001_10
Patent number
US06310095B1

Reaction notes

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