Triethylamine → HCID 56623187, compound

HRID 1710234Notes

Reaction equation

HRID 1710234 reaction equation
C(N(CC)CC)C.[CH3:8][O:9][C:10](=[O:33])[CH:11]([N:15]1[C@H:18]([S:19][S:20][C:21]2[S:22][C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[N:25]=2)[C@@H:17]([O:30][CH3:31])[C:16]1=[O:32])[C:12](=[CH2:14])[CH3:13]>C(Cl)Cl>[CH3:8][O:9][C:10](=[O:33])[C:11]([N:15]1[C@H:18]([S:19][S:20][C:21]2[S:22][C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[N:25]=2)[C@@H:17]([O:30][CH3:31])[C:16]1=[O:32])=[C:12]([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 56612822HCID 56612822, compound

Product 1

HCID 56623187HCID 56623187, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.1 ml of triethylamine is added to a solution of 432 mg of 2- [(3S,4R)-4-(benzthiazol-2-yldithio)-3-methoxy-2-oxoazetidin-1-yl]-3-methylenebutyric acid methyl ester in 25 ml of methylene chloride and the mixture is stirred at room temperature for 100 minutes. The reaction mixture is diluted with methylene chloride, washed twice with aqueous citric acid solution and water, dried over sodiun sulphate and freed of solvent in vacuo. The residue is purified by chromatography over silica gel with toluene/ethyl acetate (9:1 and 4:1) and yields the title compound in the form of an oil.

Workup

  1. washwashed twice with aqueous citric acid solution and water
  2. dry with materialdried over sodiun sulphate
  3. customThe residue is purified by chromatography over silica gel with toluene/ethyl acetate (9:1 and 4:1)

Sources & evidence

ORD record
ord-72d78d68446c4dd7812ae49498f0a78f
Source dataset
uspto-grants-1990_08
Patent number
US04952690

Reaction notes

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