Water → 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[(tetrahydro-5-methyl-3-furanyl)thio]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium salt

HRID 1290373Notes

Reaction equation

HRID 1290373 reaction equation
[N+](C1C=CC(C[O:11][C:12]([C:14]2[N:15]3[CH:18]([CH:19]([CH3:29])[C:20]=2[S:21][CH:22]2[CH2:26][CH:25]([CH2:27]I)[O:24][CH2:23]2)[CH:17]([CH:30]([OH:32])[CH3:31])[C:16]3=[O:33])=[O:13])=CC=1)([O-])=O.C(=O)(O)[O-].[Na+:38].O>[Pd].O1CCOCC1>[Na+:38].[OH:32][CH:30]([CH:17]1[C:16](=[O:33])[N:15]2[CH:18]1[CH:19]([CH3:29])[C:20]([S:21][CH:22]1[CH2:26][CH:25]([CH3:27])[O:24][CH2:23]1)=[C:14]2[C:12]([O-:13])=[O:11])[CH3:31]

Participants

6

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 86750329HCID 86750329, compound

Product 1

HCID 1317206496-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[(tetrahydro-5-methyl-3-furanyl)thio]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monosodium saltYield 36.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

The title compound is prepared by the procedure of Example 18 using 0.450 g of product from Example 58, 0.230 g of 10% palladium/carbon, 0.161 g of sodium bicarbonate, 5 ml of water, and 12 ml of dioxane to give 0.0967 g of the desired product.

Sources & evidence

ORD record
ord-da410151f95242fe9e983a4f92073429
Source dataset
uspto-grants-1998_05
Patent number
US05750735

Reaction notes

Loading…