HCID 53677988, compound → HCID 54552132, compound

HRID 1457237Notes

Reaction equation

HRID 1457237 reaction equation
[CH2:1]([O:4][C:5](=[O:26])[C@H:6]([CH:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16]([OH:18])=[O:17])[NH:7]C(OC(C)(C)C)=O)[CH:2]=[CH2:3]>FC(F)(F)C(O)=O>[CH2:1]([O:4][C:5](=[O:26])[C@H:6]([CH:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16]([OH:18])=[O:17])[NH2:7])[CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 53677988HCID 53677988, compound

Product 1

HCID 54552132HCID 54552132, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-t-Butyloxycarbonyl β-benzyl-L-aspartic acid allyl ester (3-1) (2.95 g; 8.11 mmol) was stirred in trifluoracetic acid (30 ml) at room temperature for 45 min. The solvent was removed in vacuo and the residue evaporated from ether (30 ml×2). The resultant yellow oil was dissolved in DCM (40 ml), washed with saturated sodium bicarbonate solution (30 ml), brine (30 ml×2) and dried (sodium sulphate). Filtration and evaporation of the solvent gave the product as a yellow oil which was used without further purification.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue evaporated from ether (30 ml×2)
  3. dissolutionThe resultant yellow oil was dissolved in DCM (40 ml)
  4. washwashed with saturated sodium bicarbonate solution (30 ml), brine (30 ml×2)
  5. dry with materialdried (sodium sulphate)
  6. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-4f3030100d8d4007ac0f216d1650c22e
Source dataset
uspto-grants-1998_12
Patent number
US05847125

Reaction notes

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