Hydrogen Bromide → HCID 13132312, compound

HRID 621177Notes

Reaction equation

HRID 621177 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][N:8]([C:18](=[O:36])[C@H:19]([CH3:35])[NH:20][C@H:21]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1)(C)(C)C.[BrH:38]>C(O)(=O)C>[BrH:38].[CH2:33]([O:32][C:30]([C@@H:21]([NH:20][C@H:19]([C:18]([N:8]([CH:9]1[CH2:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:17]1)[CH2:7][C:6]([OH:37])=[O:5])=[O:36])[CH3:35])[CH2:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:31])[CH3:34]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13135303HCID 13135303, compound

Product 1

HCID 13132312HCID 13132312, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

5 g of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-(indan-2-yl)glycine tert-butyl ester obtained in Example 3 is dissolved in 5 ml of acetic acid, 20 ml of 25% hydrobromic acid in acetic acid is added to the solution, and the mixture is shaken for 10 minutes. The crystals which precipitate on addition of 300 ml of ethyl ether are collected by filtration to give 5 g of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-(indan-2-yl)glycine hydrobromide as colorless crystals melting at 180°-183° C.

Workup

  1. customThe crystals which precipitate on addition of 300 ml of ethyl ether
  2. filtrationare collected by filtration

Sources & evidence

ORD record
ord-3e281f621ccb41719512fb7a4457e1f5
Source dataset
uspto-grants-1989_04
Patent number
US04822818

Reaction notes

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