Diethyl Ether → HCID 178449143, compound

HRID 839912Notes

Reaction equation

HRID 839912 reaction equation
[CH2:1]([O:8][C:9](=[O:37])[CH2:10][N:11]([C:16](=[O:36])[C@H:17]([CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:35])[NH2:34])[N:18]([N+:26]([O-:28])=[O:27])C(OC(C)(C)C)=O)[CH2:12][CH2:13][CH2:14][CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:38].C(OCC)(=O)C.C(OCC)C>C(OCC)(=O)C>[ClH:38].[CH2:1]([O:8][C:9](=[O:37])[CH2:10][N:11]([C:16](=[O:36])[C@H:17]([CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:34])[NH2:35])[NH:18][N+:26]([O-:28])=[O:27])[CH2:12][CH2:13][CH2:14][CH3:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 178449142HCID 178449142, compound

Product 1

HCID 178449143HCID 178449143, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 26.0 g of NG -nitro-N2 -(tertbutoxycarbonyl)-L-arginyl-N-butylglycine benzyl 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 20.8 g of NG -nitro-L-arginyl-N-butylglycine benzyl 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-70510e7e676649b4ba275f2713a3c720
Source dataset
uspto-grants-1978_06
Patent number
US04097591

Reaction notes

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