Sodium Bicarbonate → HCID 23708850, compound

HRID 1788838Notes

Reaction equation

HRID 1788838 reaction equation
[N+](C1C=CC(C[C:9]23[CH2:15][C:14](=[O:16])[N:13]2[C:12]([C:17]([O-:19])=[O:18])=[C:11]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[S:10]3)=CC=1)([O-])=O.C(=O)(O)[O-].[Na+:33]>O1CCOCC1.O.[Pd]>[O:16]=[C:14]1[N:13]2[CH:9]([S:10][C:11]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:12]2[C:17]([O-:19])=[O:18])[CH2:15]1.[Na+:33]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 70434494HCID 70434494, compound

Product 1

HCID 23708850HCID 23708850, compoundYield 74.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of a solution of 56 mg of 4-nitrobenzyl-7-oxo-3-phenoxy-4-thia-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate in 3 ml of dioxan and 12.5 mg of sodium bicarbonate in 2 ml of water, and 10% palladium/charcoal was hydrogenated at 50 psi at 25° for 90 minutes. The mixture was then filtered through Celite, and lyophilized to yield 30 mg of the title compound as a pale yellow crystalline solid.

Workup

  1. filtrationThe mixture was then filtered through Celite

Sources & evidence

ORD record
ord-5056db55fb364a0293765fbb38651319
Source dataset
uspto-grants-1987_08
Patent number
US04684640

Reaction notes

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