Triethylamine → HCID 56614980, compound

HRID 2309081Notes

Reaction equation

HRID 2309081 reaction equation
C(N(CC)CC)C.[CH3:8][O:9][C:10](=[O:42])[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][C:31](=[O:40])[CH2:32][O:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:16]1=[O:41])[C:12](=[CH2:14])[CH3:13]>C(Cl)Cl>[CH3:8][O:9][C:10](=[O:42])[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][C:31](=[O:40])[CH2:32][O:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:16]1=[O:41])=[C:12]([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 56636708HCID 56636708, compound

Product 1

HCID 56614980HCID 56614980, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.4 ml of triethylamine is added to a solution of 1.28 g (2.41 mmole) of 2-[(3S,4R)-4-(benzthiazol-2-yldithio)-3-phenoxyacetoxy-2-oxoazetidin-1-yl]-3-methylenebutyric acid methyl ester in 30 ml of methylene chloride and the mixture is stirred at room temperature for 30 minutes. The reaction mixture is diluted with 50 ml of methylene chloride, washed in succession with 2N hydrochloric acid, water and sodium chloride solution, dried over sodium sulphate and freed from solvent in vacuo. The residue is purified by chromatography over silica gel with toluene/ethyl acetate (19:1) and yields the title compound in the form of a faint yellow oil.

Workup

  1. washwashed in succession with 2N hydrochloric acid, water and sodium chloride solution
  2. dry with materialdried over sodium sulphate
  3. customThe residue is purified by chromatography over silica gel with toluene/ethyl acetate (19:1)

Sources & evidence

ORD record
ord-002b10b7af3548a6a843441178f39e55
Source dataset
uspto-grants-1987_09
Patent number
US04692442

Reaction notes

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