HCID 86739206, compound → HCID 86739205, compound

HRID 1388106Notes

Reaction equation

HRID 1388106 reaction equation
[CH2:1]([O:8][C:9](=[O:30])[CH:10]([NH2:29])[CH2:11][C@H:12]([C:26](=[O:28])[NH2:27])[N:13](C(OC(C)(C)C)=O)[C:14](=[O:18])[CH:15]([CH3:17])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[CH2:1]([O:8][C:9](=[O:30])[CH:10]([NH2:29])[CH2:11][C@H:12]([C:26](=[O:28])[NH2:27])[NH:13][C:14](=[O:18])[CH:15]([CH3:17])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86739206HCID 86739206, compound

Product 1

HCID 86739205HCID 86739205, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

In trifluoroacetic acid (7 ml) was dissolved the above t-butyloxycarbonyl-α-aminoisobutyroyl-D-isoglutamine benzyl ester (632 mg, 1.5 m mols) and the reaction was conducted at room temperature for 30 minutes. The solvent was distilled off and diethyl ether was added to the residue. The precipitated α-aminoisobutyroyl-D-isoglutamine benzyl ester trifluoroacetate was recovered by filtration. It was dissolved in tetrahydrofuran (10 ml) and, under ice-cooling neutralized with triethylamine (0.21 ml). By the above procedure there was obtained a solution of α-aminoisobutyroyl-D-isoglutamine benzyl ester in tetrahydrofuran.

Workup

  1. distillationThe solvent was distilled off
  2. additiondiethyl ether was added to the residue
  3. filtrationThe precipitated α-aminoisobutyroyl-D-isoglutamine benzyl ester trifluoroacetate was recovered by filtration
  4. dissolutionIt was dissolved in tetrahydrofuran (10 ml) and, under ice-
  5. temperaturecooling

Sources & evidence

ORD record
ord-83f30f6cdd614887b59be186689054a5
Source dataset
uspto-grants-1984_02
Patent number
US04430265

Reaction notes

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