Hydrochloric Acid → Hydrochloric Acid

HRID 341006Notes

Reaction equation

HRID 341006 reaction equation
[N:1]([CH2:4][C:5]([F:27])([F:26])[CH2:6][C@H:7]([N:17](C)[C:18](=O)OC(C)(C)C)[CH2:8][O:9]C(OC(C)(C)C)=O)=[N+:2]=[N-:3].[ClH:28]>CO>[N:1]([CH2:4][C:5]([F:26])([F:27])[CH2:6][C@H:7]([NH:17][CH3:18])[CH2:8][OH:9])=[N+:2]=[N-:3].[ClH:28]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57947965HCID 57947965, compound

Product 2

HCID 313Hydrochloric AcidHCID 57947667HCID 57947667, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-tert-butyl 5-azido-1-(tert-butoxycarbonyloxy)-4,4-difluoropentan-2-yl(methyl)carbamate (95.6 mmol) in methanol (10 mL) was added Hydrogen chloride (4.0 M in 1,4-dioxane, 240 mL, 0.596 mol). The resulting solution was stirred for overnight. The solvent was removed, and the remaining residue was dried under reduced pressure to give (S)-5-azido-4,4-difluoro-2-(methylamino)pentan-1-ol as a HCl salt, which was used without further purification. LRMS (M+H+) m/z 195.3.

Workup

  1. customThe solvent was removed
  2. customthe remaining residue was dried under reduced pressure

Sources & evidence

ORD record
ord-d6ba1466a8f544bbabb05010dd439453
Source dataset
uspto-grants-2014_11
Patent number
US08895582B2

Reaction notes

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