3-Methyloxazolidine-2,5-dione → 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-[[[(methylamino)acetyl]amino]methyl]-3-furanyl]thio]-1-azabicyclo[3.2.0]hept-3-ene-2-carboxylic acid

HRID 1450292Notes

Reaction equation

HRID 1450292 reaction equation
[NH2:1][CH2:2][CH:3]1[O:7][CH2:6][CH:5]([S:8][C:9]2[CH:15]([CH3:16])[CH:14]3[N:11]([C:12](=[O:20])[CH:13]3[CH:17]([OH:19])[CH3:18])[C:10]=2[C:21]([OH:23])=[O:22])[CH2:4]1.[CH3:24][N:25]1[CH2:29][C:28](=O)[O:27]C1=O>P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+].O1CCOCC1>[OH:19][CH:17]([CH:13]1[C:12](=[O:20])[N:11]2[CH:14]1[C:15]([CH3:16])=[C:9]([S:8][CH:5]1[CH2:4][CH:3]([CH2:2][NH:1][C:28](=[O:27])[CH2:29][NH:25][CH3:24])[O:7][CH2:6]1)[CH:10]2[C:21]([OH:23])=[O:22])[CH3:18]

Participants

5

Reactant 2

HCID 1386033-Methyloxazolidine-2,5-dioneHCID 749715283-[[5-(Aminomethyl)tetrahydro-3-furanyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Product 1

HCID 867503256-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-[[[(methylamino)acetyl]amino]methyl]-3-furanyl]thio]-1-azabicyclo[3.2.0]hept-3-ene-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 24243Trisodium PhosphateSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound is prepared by the procedure of Example 47 using 0.068 g of product from Example 46 in 2.0 ml of sodium phosphate buffer (pH 8.5) and 0. 029 g of 3-methyl -2,5-oxazolidinedione, prepared by the procedure described in J. Org. Chem., 34, No. 1, 243(1969), in 1 ml of dioxane to give 0.036 g of the desired product.

Sources & evidence

ORD record
ord-6b2f138559be4bc7b00b986e79b1f318
Source dataset
uspto-grants-1997_02
Patent number
US05602118

Reaction notes

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