Hydrogen Bromide → HCID 178419601, compound

HRID 1680284Notes

Reaction equation

HRID 1680284 reaction equation
[CH3:1][O:2][C:3](=[O:23])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:22])[C@H:10]([CH2:15][CH2:16][CH2:17][NH:18][C:19](=[NH:21])[NH2:20])[NH:11][N+:12]([O-:14])=[O:13].[BrH:24]>C(OCC)C>[BrH:24].[CH3:1][O:2][C:3](=[O:23])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:22])[C@H:10]([CH2:15][CH2:16][CH2:17][NH:18][C:19](=[NH:20])[NH2:21])[NH:11][N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 178501299HCID 178501299, compound

Product 1

HCID 178419601HCID 178419601, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

N-Benzyloxycarbonyl-Ng -nitro-L-arginyl-L-proline methyl ester (16.3 g., 35.1 mmoles) is treated with 30% hydrobromic acid in glacial acetatic acid (50 ml) for one hour and at room temperature. Dry diethyl ether (ca. 500 ml) is added to give a pale yellow very hygroscopic solid. The product is not characterized further due to the very hygroscopic nature. It is dried in vacuo over KOH and used for the next reaction.

Workup

  1. customto give a pale yellow very hygroscopic solid
  2. dry with materialIt is dried in vacuo over KOH
  3. customused for the next reaction

Sources & evidence

ORD record
ord-b675a1d286544c1899ec4e843b7ed700
Source dataset
uspto-grants-1981_06
Patent number
US04272432

Reaction notes

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