Hydrogen Bromide → HCID 13132312, compound

HRID 1632371Notes

Reaction equation

HRID 1632371 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-4e54ccae53694cf9a8569c770dda3c18
Source dataset
uspto-grants-1984_10
Patent number
US04474692

Reaction notes

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