HCID 86733872, compound → HCID 22792300, compound

HRID 1284004Notes

Reaction equation

HRID 1284004 reaction equation
[CH3:1][O:2][C:3](=[O:32])[C@H:4]([CH2:25][C:26]1[CH2:27][CH:28]=[CH:29][CH2:30][CH:31]=1)[NH:5][C:6](=[O:24])[C@H:7]([CH:16](C(C)(C)C)[C:17](=[O:19])[OH:18])[NH:8]C(OC(C)(C)C)=O>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3](=[O:32])[C@H:4]([CH2:25][C:26]1[CH2:27][CH:28]=[CH:29][CH2:30][CH:31]=1)[NH:5][C:6](=[O:24])[C@H:7]([CH2:16][C:17](=[O:18])[OH:19])[NH2:8]

Participants

3

Reactant 1

HCID 86733872HCID 86733872, compound

Product 1

HCID 22792300HCID 22792300, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

β-tert.-butyl-Nα-tert.-butyloxycarbonyl-L-aspartyl-2,5-dihydro-L-phenylalanine methyl ester (13 g.) is dissolved in trifluoroacetic acid (80 ml.) and the solution kept under nitrogen for one hour. The solvent is concentrated in vacuo and the residue is triturated with ether-hexane until it becomes solid. This material is dissolved in water (ca 30 ml.) neutralized with DEAE sephadex (OH cycle), filtered and the filtrate concentrated in vacuo to a small, volume (ca 5 ml.). The dipeptide ester is crystallized on standing in the refrigerator.

Workup

  1. concentrationThe solvent is concentrated in vacuo
  2. customthe residue is triturated with ether-hexane until it
  3. dissolutionThis material is dissolved in water (ca 30 ml.)
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated in vacuo to a small, volume (ca 5 ml.)
  6. customThe dipeptide ester is crystallized

Sources & evidence

ORD record
ord-0740d40399e544deaa2d1f95ac5c9e05
Source dataset
uspto-grants-1976_08
Patent number
US03978034

Reaction notes

Loading…