Sodium Bicarbonate → HCID 131714075, compound

HRID 2412327Notes

Reaction equation

HRID 2412327 reaction equation
C(OC(C[N:12]1[C:16](=[O:17])[C@@H:15]2[C@H:13]1[CH2:14]2)=O)C1C=CC=CC=1.[C:18](=[O:21])(O)[O-:19].[Na+:22]>O1CCCC1.[Pd]>[C@@H:13]12[CH2:14][C@@H:15]1[C:16](=[O:17])[N:12]2[C:18]([O-:19])=[O:21].[Na+:22]

Participants

5

Procedure

A mixture of (1R,4S)-2-benzyloxycarbonylmethyl-2-azabicyclo[2,1,0]pentan-3-one (21 mg, 0.091 mmol), 10% Pd/C (10 mg) and sodium bicarbonate (7.6 mg, 0.91 mmol) in tetrahydrofuran (3 ml) water (1 ml) was hydrogenated at 40 psi on the Parr shaker for 1 hr. The mixture was then filtered and the solid residue was washed with deionized water. The combined filtrate and washings were extracted twice with ether (10 ml) and the aqueous phase was concentrated in high vacuum to a volume of 3.5 ml. This solution was applied to a 1/2" disc (total product content on disc 400 μg) which was incubated on a Staph. aureus MB 108 plate at 37° C. for 60 hrs. This results in a 50 mm zone of inhibition.

Workup

  1. filtrationThe mixture was then filtered
  2. washthe solid residue was washed with deionized water
  3. extractionThe combined filtrate and washings were extracted twice with ether (10 ml)
  4. concentrationthe aqueous phase was concentrated in high vacuum to a volume of 3.5 ml
  5. waitaureus MB 108 plate at 37° C. for 60 hrs
  6. customThis results in a 50 mm zone of inhibition

Sources & evidence

ORD record
ord-50e29cced0b1477c9f69c9e4ccd83846
Source dataset
uspto-grants-1985_01
Patent number
US04491580

Reaction notes

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