Trifluoroacetic acid → HCID 89852110, compound

HRID 627228Notes

Reaction equation

HRID 627228 reaction equation
[S:1]([OH:27])([O:4][N:5]1[C:11](=[O:12])[N:10]2[CH2:13][C@H:6]1[C:7]([CH2:17][CH2:18][NH:19]C(OC(C)(C)C)=O)=[CH:8][C@H:9]2[C:14](=[O:16])[NH2:15])(=[O:3])=[O:2].FC(F)(F)C(O)=O>ClCCl>[S:1]([OH:27])([O:4][N:5]1[C:11](=[O:12])[N:10]2[CH2:13][C@H:6]1[C:7]([CH2:17][CH2:18][NH2:19])=[CH:8][C@H:9]2[C:14](=[O:16])[NH2:15])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89852122HCID 89852122, compound2×

Product 1

HCID 89852110HCID 89852110, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of (2S,5R)-4-(2-(tert-butoxycarbonylamino)ethyl)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl hydrogen sulfate (Intermediate 229, 0.060 g, 0.15 mmol) in dichloromethane (2 mL) at 0° C. was added trifluoroacetic acid (0.100 mL). After 15 minutes the solvent was removed in vacuo and the residue was dried under high vacuum. Purified by reverse phase chromatography using acetonitrile/water to afford the title compound as a white solid after lyophilization (0.006 g, 13%).

Workup

  1. customAfter 15 minutes the solvent was removed in vacuo
  2. customthe residue was dried under high vacuum
  3. customPurified by reverse phase chromatography

Sources & evidence

ORD record
ord-3d965a2524b846e1a7686192ab09f94f
Source dataset
uspto-grants-2016_04
Patent number
US09309245B2

Reaction notes

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