Triethylamine → HCID 131715077, compound

HRID 1906596Notes

Reaction equation

HRID 1906596 reaction equation
N[C@H:2]1[C@@H:5]([C:6]#[CH:7])[N:4]([S:8]([OH:11])(=[O:10])=[O:9])[C:3]1=[O:12].[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:14]>CC(C)=O.O>[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:14].[C:6]([CH:5]1[N:4]([S:8]([OH:11])(=[O:10])=[O:9])[C:3](=[O:12])[CH2:2]1)#[CH:7]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 13478223HCID 13478223, compound

Product 1

HCID 131715077HCID 131715077, compound

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

38 mg (0.2 mmol) of (3S,4R)-3-amino-4-ethynyl-2-oxo-1-azetidinesulphonic acid, 77 mg (0.22 mmol) of 2-(2-amino-4-thiazolyl)-2-(Z)-methoxyimino-acetic acid 2-benzthiazolyl thioester and 56 μl (0.4 mmol) of triethylamine are stirred at room temperature for 2 hours in 1 ml of acetone/water (4:1). The mixture is then filtered and evaporated. The residue is chromatographed over reverse-phase silica gel with water/methanol (2:1). After lyophilization, there are obtained 66 mg of amorphous (3S,4R)-3-[(Z)-2-amino-4-thiazolyl)-2-(methoxyimino)acetamido]-4-ethynyl-2-oxo-1-azetidinesulphonic acid triethylamine salt.

Workup

  1. filtrationThe mixture is then filtered
  2. customevaporated
  3. customThe residue is chromatographed over reverse-phase silica gel with water/methanol (2:1)

Sources & evidence

ORD record
ord-81b0f19a6f884e90abf337ad0e521099
Source dataset
uspto-grants-1987_03
Patent number
US04652651

Reaction notes

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