Hydrochloric Acid → HCID 21279960, compound

HRID 2291383Notes

Reaction equation

HRID 2291383 reaction equation
[C:1]([C:5]1[CH2:12][N:11]2[N:7]([C:8](=[O:21])[CH:9]([NH:13]C(OC(C)(C)C)=O)[CH2:10]2)[C:6]=1[C:22]([O:24][CH2:25][CH:26]=[CH2:27])=[O:23])(=[O:4])[CH2:2][CH3:3].[ClH:28]>C(O)(=O)C>[ClH:28].[C:1]([C:5]1[CH2:12][N:11]2[N:7]([C:8](=[O:21])[CH:9]([NH2:13])[CH2:10]2)[C:6]=1[C:22]([O:24][CH2:25][CH:26]=[CH2:27])=[O:23])(=[O:4])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21279971allyl 3-(propionyl)-7-(R,S)-(t-butoxycarbonylamino)-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2-carboxylate

Product 1

HCID 21279960HCID 21279960, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Under a nitrogen atmosphere, allyl 3-(propionyl)-7-(R,S)-(t-butoxycarbonylamino)-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2-carboxylate (330 mg, 0.87 mmol) was combined with 3N hydrochloric acid in glacial acetic acid (15 ml). The solution was stirred for 25 minutes at room temperature then concentrated in vacuo. The remaining volatiles on the concentrate were removed by azeotropic distillation with methylene chloride (2×) to yield the title compound.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe remaining volatiles on the concentrate were removed by azeotropic distillation with methylene chloride (2×)

Sources & evidence

ORD record
ord-39cdf5c0ec05456fa80842111a64c866
Source dataset
uspto-grants-1989_01
Patent number
US04795815

Reaction notes

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