HCID 21200294, compound → HCID 54202206, compound

HRID 583387Notes

Reaction equation

HRID 583387 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][C:13]2[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][C:14]=2[C:15]([OH:17])=[O:16])(=[O:11])=[O:10])=[CH:5][CH:4]=1>C1(C)C=CC=CC=1>[C:14]([O:16][C:15](=[O:17])[C:14]1[CH:18]=[CH:19][CH:20]=[C:21]([CH3:22])[C:13]=1[NH:12][S:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)(=[O:11])=[O:10])([CH3:18])([CH3:15])[CH3:13]

Participants

3

Reactant 1

HCID 21200294HCID 21200294, compound

Product 1

HCID 54202206HCID 54202206, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 15.0 g (0.047 mol) of the product of Example 6 in 45 mL of toluene was added 50 mL of N,N-imethylformamide di-t-butyl acetal and the mixture was then heated to reflux for 18 h. The reaction was then cooled to room temperature and croatographed on silica gel eluting with EtOAc/Hexanes (1:3) to give 8.94 g (51%) of the product as a white solid. Electrospray Mass Spec: 378.1 (M+H)+.

Workup

  1. temperaturethe mixture was then heated
  2. temperatureto reflux for 18 h

Sources & evidence

ORD record
ord-a6767491b1d34cf0842b1a695ea61ebe
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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