Acetic Acid → HCID 178445997, compound

HRID 1578295Notes

Reaction equation

HRID 1578295 reaction equation
C[O:2][C:3](=[O:34])[C@H:4]([CH2:30][CH:31]([CH3:33])[CH3:32])[NH:5][C:6](=[O:29])[C@H:7]([CH2:23][C:24]1[N:28]=[CH:27][NH:26][CH:25]=1)[NH:8][C:9](=[O:22])[CH2:10][NH:11][C:12]([O:14]CC1C=CC=CC=1)=O.Br.[C:36]([OH:39])(=O)[CH3:37]>>[OH:39][C:36]1[CH:37]=[CH:31][C:30]([C:12](=[O:14])[NH:11][CH2:10][C:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:2])=[O:34])[CH2:30][CH:31]([CH3:32])[CH3:33])=[O:29])[CH2:23][C:24]2[N:28]=[CH:27][NH:26][CH:25]=2)=[O:22])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 178501436HCID 178501436, compound

Product 1

HCID 178445997HCID 178445997, compound

Procedure

20 g of carbobenzoxyglycyl-L-histidyl-L-leucine methyl ester is added to 100 ml of 25% HBr solution in acetic acid and this mixture is stirred for one hour to split off the carbobenzoxy group, and then 2000 ml of absolute ether is added. The precipitate thus produced is filtered off and washed with ethyl ether and dried in a desiccator.

Workup

  1. customto split off the carbobenzoxy group
  2. addition2000 ml of absolute ether is added
  3. customThe precipitate thus produced
  4. filtrationis filtered off
  5. washwashed with ethyl ether
  6. customdried in a desiccator

Sources & evidence

ORD record
ord-580e98185f2d473b953d8426d8cc8c5a
Source dataset
uspto-grants-1981_09
Patent number
US04292404

Reaction notes

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