Diethyl Ether → HCID 178472724, compound

HRID 1833569Notes

Reaction equation

HRID 1833569 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]([C:11](=[O:31])[C@H:12]([CH2:24][CH2:25][CH2:26][NH:27][C:28](=[NH:30])[NH2:29])[N:13]([N+:21]([O-:23])=[O:22])C(OC(C)(C)C)=O)[CH2:7][CH2:8][O:9][CH3:10])[CH3:2].[ClH:33].C(OCC)(=O)C.C(OCC)C>C(OCC)(=O)C>[ClH:33].[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]([C:11](=[O:31])[C@H:12]([CH2:24][CH2:25][CH2:26][NH:27][C:28](=[NH:29])[NH2:30])[NH:13][N+:21]([O-:23])=[O:22])[CH2:7][CH2:8][O:9][CH3:10])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 178472723HCID 178472723, compound

Product 1

HCID 178472724HCID 178472724, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 29.8 g of NG -nitro-N2 -(tert-butoxycarbonyl)-L-arginyl-N-(2-methoxyethyl)glycine ethyl ester in 50 ml of ethyl acetate was added 80 ml of 10% dry HCl-ethyl acetate at 0° C. After 3 hours, to this solution was added 200 ml of dry ethyl ether to precipitate a viscous oily product. This was filtered and washed with dry ethyl ether to give 24.1 g of NG -nitro-L-arginyl-N-(2-methoxyethyl)glycine ethyl ester hydrochloride as an amorphous solid.

Workup

  1. customto precipitate a viscous oily product
  2. filtrationThis was filtered
  3. washwashed with dry ethyl ether

Sources & evidence

ORD record
ord-1ec409572f8e42c8b5e537b5121913c2
Source dataset
uspto-grants-1978_01
Patent number
US04066773

Reaction notes

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