Toluene → HCID 178488101, compound

HRID 1759698Notes

Reaction equation

HRID 1759698 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[CH:47]=[CH:46][C:13]2[NH:14][C:15]([NH:17][C@H:18]([C:39]([O:41]C(C)(C)C)=[O:40])[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]4[NH:33][CH2:34][CH2:35][CH2:36][N:37]=4)=[CH:22][CH:21]=3)=[N:16][C:12]=2[CH:11]=1.C1(C)C=CC=CC=1>ClCCl>[CH3:8][O:9][C:10]1[CH:47]=[CH:46][C:13]2[NH:14][C:15]([NH:17][C@H:18]([C:39]([OH:41])=[O:40])[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]4[NH:33][CH2:34][CH2:35][CH2:36][N:37]=4)=[CH:22][CH:21]=3)=[N:16][C:12]=2[CH:11]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 178488100HCID 178488100, compound

Product 1

HCID 178488101HCID 178488101, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2 ml of trifluoroacetic acid is added to 25 mg of ester 4-5a in 5 ml of dichloromethane, followed by agitating for 3 hours at ambient temperature then adding toluene. After evaporating under reduced pressure, taking up in dichloromethane and crystallizing by adding an Et2O/pentane mixture, 11 mg of 4-6a is obtained.

Workup

  1. customAfter evaporating under reduced pressure
  2. customcrystallizing
  3. additionby adding an Et2O/pentane mixture

Sources & evidence

ORD record
ord-479ab0bbb5df4cfdbe66726ba8ea92de
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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