Hydrogen Bromide → HCID 131715632, compound

HRID 845376Notes

Reaction equation

HRID 845376 reaction equation
[BrH:1].[NH:2](C(OCC1C=CC=CC=1)=O)[C@H:3]([C:8]([NH:10][C@H:11]([C:17]([N:19]1[CH2:28][CH2:27][CH2:26][C@H:20]1[C:21]([NH:23][CH2:24][CH3:25])=[O:22])=[O:18])[CH2:12][CH2:13][C:14](=[O:16])[NH2:15])=[O:9])[CH2:4][CH:5]([CH3:7])[CH3:6]>C(O)(=O)C>[NH2:2][C@H:3]([C:8]([NH:10][C@H:11]([C:17]([N:19]1[CH2:28][CH2:27][CH2:26][C@H:20]1[C:21]([NH:23][CH2:24][CH3:25])=[O:22])=[O:18])[CH2:12][CH2:13][C:14](=[O:16])[NH2:15])=[O:9])[CH2:4][CH:5]([CH3:7])[CH3:6].[BrH:1]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 131715634HCID 131715634, compound

Product 1

HCID 131715632HCID 131715632, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

70 ml of a 4N solution of hydrogen bromide in glacial acetic acid are added to a solution containing 7.6 g (14.6 mmoles) of Z-Leu-Gln-Pro-NHEt in 50 ml of glacial acetic acid, then the mixture is left to stand at room temperature for 90 minutes. The mixture is slowly poured into 800 ml of ice-cold ether while stirring. After 30 minutes, the stirring is stopped and the settled precipitate is filtered and dried in a desiccator over phosphorus pentoxide to give 7.9 g of the aimed product, m.p.: 147° C.

Workup

  1. waitthe mixture is left
  2. waitAfter 30 minutes
  3. filtrationthe settled precipitate is filtered
  4. dry with materialdried in a desiccator over phosphorus pentoxide

Sources & evidence

ORD record
ord-b890f1860a3b415baff923d48af22aad
Source dataset
uspto-grants-1988_07
Patent number
US04758552

Reaction notes

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