Hexane → (R)-tert-Butyl 2-(4-(trifluoromethyl)benzyl)-5-oxopyrrolidine-1-carboxylate

HRID 598881Notes

Reaction equation

HRID 598881 reaction equation
CC1(C)OC(=O)[CH:5]([CH2:9][C@@H:10]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[C:4](=O)[O:3]1.CCCCCC>C1(C)C=CC=CC=1>[F:19][C:18]([F:20])([F:21])[C:15]1[CH:16]=[CH:17][C:12]([CH2:11][C@H:10]2[CH2:9][CH2:5][C:4](=[O:3])[N:22]2[C:23]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:29])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 57950499(R)-tert-Butyl 3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate

Product 1

HCID 57950685(R)-tert-Butyl 2-(4-(trifluoromethyl)benzyl)-5-oxopyrrolidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(R)-tert-Butyl 3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate (10.0 g, 22.5 mmol) in 100 mL toluene was heated at 105° C. for 3 hours. Hexane was added, and the mixture was sonicated. The resulting solid was filtered. The desired product was obtained as a white amorphous solid (21.0 g, yield 98%). No further purification was performed and the reaction was carried on to the next step.

Workup

  1. customthe mixture was sonicated
  2. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-64db1aa39e2b4bac8ce20034dd2b238f
Source dataset
uspto-grants-2011_03
Patent number
US07897619B2

Reaction notes

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