Sodium Bicarbonate → HCID 23704403, compound

HRID 1632871Notes

Reaction equation

HRID 1632871 reaction equation
[C:1](/[CH:4]=[CH:5]/[S:6][C:7]1[CH2:13][CH:12]2[N:9]([C:10](=[O:30])[CH:11]2[CH:14]([O:16]C(OCC2C=CC([N+]([O-])=O)=CC=2)=O)[CH3:15])[C:8]=1[C:31]([O:33]CC1C=CC([N+]([O-])=O)=CC=1)=[O:32])(=[O:3])[NH2:2].C(=O)([O-])O.[Na+:48]>[Pd].O1CCOCC1.O>[C:1](/[CH:4]=[CH:5]/[S:6][C:7]1[CH2:13][CH:12]2[N:9]([C:10](=[O:30])[CH:11]2[CH:14]([OH:16])[CH3:15])[C:8]=1[C:31]([O-:33])=[O:32])(=[O:3])[NH2:2].[Na+:48]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 20442583HCID 20442583, compound

Product 1

HCID 23704403HCID 23704403, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Procedure

10% Palladium/charcoal catalyst (15 mg), suspended in 50% aqueous dioxan (4 ml) was pre-hydrogenolysed for 20 mins. To this was then added a solution of p-nitrobenzyl 3-[E-2-carbamoylethenyl thio]-6-[1-p-nitrobenzyloxycarbonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (11 mg) in 50% aqueous dioxan (6 ml). After hydrogenolysis for 21/2 hr., sodium hydrogen carbonate (1.5 mg) in water (1 ml) was added. The dioxan was removed in vacuo and the aqueous phase extracted with ethyl acetate. The aqueous solution was shown to contain 3.75 mgs; (65%), of sodium 3-[E-2-carbamoylethenylthio]-6-[1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate, νmax. (H2O) 316 nm.

Workup

  1. custom2 hr
  2. customThe dioxan was removed in vacuo
  3. extractionthe aqueous phase extracted with ethyl acetate

Sources & evidence

ORD record
ord-1b27f9b138b640b2bc205543c1a282ce
Source dataset
uspto-grants-1984_10
Patent number
US04477662

Reaction notes

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