2-((1,1-Dimethylethoxy)methyl)oxirane → HCID 69752091, compound

HRID 1062408Notes

Reaction equation

HRID 1062408 reaction equation
[CH2:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])[CH:2]1[O:4][CH2:3]1.[Cl:10][C:11]1[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][C:12]=1[NH:18][C:19](=[O:30])[C@:20]([O:26][C:27](=[O:29])[CH3:28])([CH3:25])[C:21]([F:24])([F:23])[F:22]>C(OCC)C.FC(F)(F)S([O-])(=O)=O.[Cu+2].FC(F)(F)S([O-])(=O)=O>[Cl:10][C:11]1[CH:16]=[C:15]([NH:17][CH2:3][CH:2]([OH:4])[CH2:1][O:5][C:6]([CH3:9])([CH3:8])[CH3:7])[CH:14]=[CH:13][C:12]=1[NH:18][C:19](=[O:30])[C@:20]([O:26][C:27](=[O:29])[CH3:28])([CH3:25])[C:21]([F:24])([F:23])[F:22]

Participants

5

Reactant 2

HCID 243142-((1,1-Dimethylethoxy)methyl)oxiraneHCID 54184482HCID 54184482, compound

Product 1

HCID 69752091HCID 69752091, compound

Reagents, catalysts & solvents 2

HCID 2734996copper(II) trifluoromethanesulfonateCatalystHCID 3283Diethyl EtherSolvent

Procedure

t-Butyl glycidyl ether (0.19 ml) and copper(II) trifluoromethanesulphonate (0.018 g) were added to a solution of (R)-N-(2-chloro-4-aminophenyl)-2-acetoxy-2-methyl-3,3,3-trifluoropropanamide (0.325 g) (Method 32) in diethyl ether (5 ml). The mixture was stirred for 40 hours then volatile material was removed by evaporation and the residue was purified by chromatography to give the title compound (0.141 g) as a foam; MS (ESP−): 453.

Workup

  1. customvolatile material was removed by evaporation
  2. customthe residue was purified by chromatography

Sources & evidence

ORD record
ord-52003fa603684a78947b5e137dcb9f2e
Source dataset
uspto-grants-2005_11
Patent number
US06960688B2

Reaction notes

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