Hydrochloric Acid → HCID 21279979, compound

HRID 2291387Notes

Reaction equation

HRID 2291387 reaction equation
[C:1]([C:3]1[CH2:10][N:9]2[N:5]([C:6](=[O:19])[CH:7]([NH:11]C(OC(C)(C)C)=O)[CH2:8]2)[C:4]=1[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])#[N:2].[ClH:26]>C(O)(=O)C>[ClH:26].[C:1]([C:3]1[CH2:10][N:9]2[N:5]([C:6](=[O:19])[CH:7]([NH2:11])[CH2:8]2)[C:4]=1[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14765225HCID 14765225, compound

Product 1

HCID 21279979HCID 21279979, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Under a nitrogen atmosphere, allyl 3-cyano-7-(R,S)-(t-butoxycarbonylamino)-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2carboxylate (1.54 g, 4.43 mmol) was combined with 3N hydrochloric acid in glacial acetic acid (45 ml) and the mixture was stirred at room temperature until it was a solution (5 minutes), when it was evaporated in vacuo to dryness. The residue was redissolved in methylene chloride and the solution was taken to dryness in vacuo two times to yield allyl 3-cyano-7-(R,S)-amino-8-oxo-1,5-diazabicyclo[3.3.0]octa-2-ene-2-carboxylate hydrochloride.

Workup

  1. customa solution (5 minutes), when it
  2. customwas evaporated in vacuo to dryness
  3. dissolutionThe residue was redissolved in methylene chloride

Sources & evidence

ORD record
ord-4d7d2f691efc43be80f3a0f9e86a376f
Source dataset
uspto-grants-1989_01
Patent number
US04795815

Reaction notes

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