Acetic Acid → HCID 21279960, compound

HRID 2291386Notes

Reaction equation

HRID 2291386 reaction equation
C(O[C:4]([C:6]1[CH2:13][N:12]2[N:8]([C:9](=[O:22])[CH:10]([NH:14]C(OC(C)(C)C)=O)[CH2:11]2)[C:7]=1[C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])=[O:5])C.[ClH:29].[C:30](O)(=O)[CH3:31]>>[ClH:29].[CH2:30]([C:4]([C:6]1[CH2:13][N:12]2[N:8]([C:9](=[O:22])[CH:10]([NH2:14])[CH2:11]2)[C:7]=1[C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])=[O:5])[CH3:31]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 21279965HCID 21279965, compound

Product 1

HCID 21279960HCID 21279960, compound

Procedure

Under a nitrogen atmosphere, allyl 3-(ethyloxycarbonyl)-7-(R,S)-(t-butoxycarbonylamino)-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2-carboxylate (120 mg, 0.304 mmol) was combined with 3N hydrochloric acid in glacial acetic acid (5 ml) and the solution was stirred for 5 minutes then concentrated in vacuo. The resultant oil was dried in vacuo for 1.6 hours to yield allyl 3-(ethylcarbonyl)-7-(R,S)-amino-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2-carboxylate hydrochloride.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe resultant oil was dried in vacuo for 1.6 hours

Sources & evidence

ORD record
ord-e428d2c81a414454bac732e3c1c165f2
Source dataset
uspto-grants-1989_01
Patent number
US04795815

Reaction notes

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