Phthalic Anhydride → HCID 69950890, compound

HRID 1384896Notes

Reaction equation

HRID 1384896 reaction equation
C([C@@:8]([NH2:17])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:9][NH2:10])(OC(C)(C)C)=O.[C:18]1(=[O:28])[O:23][C:21](=O)[C:20]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:19]12>C(Cl)(Cl)Cl>[CH2:21]([O:23][C:18]([NH:17][C@H:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[CH2:9][N:10]1[C:18](=[O:28])[C:19]2=[CH:27][CH:26]=[CH:25][CH:24]=[C:20]2[C:21]1=[O:23])=[O:28])[CH2:20][CH2:19][CH3:27]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 67099173HCID 67099173, compound

Product 1

HCID 69950890HCID 69950890, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Boc-(R)-1,2 diamino-1-phenylethane (prepared by the method of O'Brien, P. et al. J. Med. Chem. 37 (1994) 12, 1810-1822) (0.3 g, 1.27 mmol.), phthalic anhydride (0.2 g., 1.4 mmol.) and TEA (0.1 ml) were dissolved in chloroform (20 ml.) and stirred under reflux for 2 days. The reaction mixture was then washed with 10% hydrochloric acid, 2M sodium hydroxide solution and brine, dried over magnesium sulphate, filtered and evaporated to give the product. The above product was further elaborated by Method 4 to the title compound.

Workup

  1. temperatureunder reflux for 2 days
  2. washThe reaction mixture was then washed with 10% hydrochloric acid, 2M sodium hydroxide solution and brine
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customto give the product

Sources & evidence

ORD record
ord-e172ae13479a45b1a6e4324a4c2535f7
Source dataset
uspto-grants-2001_07
Patent number
US06262069B1

Reaction notes

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