Hydrochloric Acid → HCID 22242935, compound

HRID 891746Notes

Reaction equation

HRID 891746 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([NH:12][C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)=[O:14])[CH2:9]1)=O)(C)(C)C.[ClH:26]>O1CCOCC1>[ClH:26].[N+:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][O:15][C:13]([NH:12][CH:10]2[CH2:9][NH:8][CH2:11]2)=[O:14])=[CH:18][CH:19]=1)([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22242953HCID 22242953, compound

Product 1

HCID 22242935HCID 22242935, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 1-t-butoxycarbonyl-3-(p-nitrobenzyloxycarbonylamino)azetidine (4.84 g, 13.8 mmol) (obtained as described in Reference Example 57(3)) in 1,4-dioxane (50 ml) was added a 4N solution of hydrogen chloride in 1,4-dioxane (50 ml) in an ice bath, and the mixture was stirred at room temperature for 2.5 hours. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. To the residue was added ethyl acetate, and the resulting mixture was filtered, and the residue was washed with ethyl acetate and then dried under reduced pressure to give 3-(p-nitrobenzyloxycarbonylamino)azetidine hydrochloride (2.31 g, yield 58%) as pale yellow crystals.

Workup

  1. customthe completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. filtrationthe resulting mixture was filtered
  5. washthe residue was washed with ethyl acetate
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-22476cc51ed44f25a35d83d9c7f7c6ca
Source dataset
uspto-grants-2006_02
Patent number
US07001897B2

Reaction notes

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