Trifluoroacetic acid → HCID 59863953, compound

HRID 2267636Notes

Reaction equation

HRID 2267636 reaction equation
C(OC([NH:8][C@@H:9]1[C:15](=[O:16])[N:14]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:13]2[CH:22]=[CH:23][CH:24]=[CH:25][C:12]=2[O:11][C@@H:10]1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:8][C@@H:9]1[C:15](=[O:16])[N:14]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:13]2[CH:22]=[CH:23][CH:24]=[CH:25][C:12]=2[O:11][C@@H:10]1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59863937HCID 59863937, compound

Product 1

HCID 59863953HCID 59863953, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl [(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-oxo-2-phenyl-3,4-dihydro-1,5-benzoxazepin-5(2H)-yl]acetate (70a) (175 mg, 0.410 mmol) was dissolved in 5:1 (v/v) dichloromethane:trifluoroacetic acid (4 mL) and kept at ambient temperature for 30 min. The solution was evaporated and the residue was dissolved in ethyl acetate and extracted with saturated aqueous sodium bicarbonate. The organic solution was dried and evaporated and the residue used immediately in the next step.

Workup

  1. customThe solution was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. extractionextracted with saturated aqueous sodium bicarbonate
  4. customThe organic solution was dried
  5. customevaporated

Sources & evidence

ORD record
ord-14b76e2cb1f049dcbcf45a649c22645a
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

Loading…