Acetic Acid → HCID 178476398, compound

HRID 980385Notes

Reaction equation

HRID 980385 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].Br.C(OC([NH:16][C@H:17]([C:24]([N:26]1[CH2:36][CH2:35][CH2:34][C@H:27]1[C:28]([NH:30][CH2:31][CH2:32]O)=[O:29])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1)=O)C1C=CC=CC=1>CCOCC>[NH2:16][C@H:17]([C:24]([N:26]1[CH2:36][CH2:35][CH2:34][C@H:27]1[C:28]([NH:30][CH2:31][CH2:32][O:3][C:1](=[O:4])[CH3:2])=[O:29])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 178523867HCID 178523867, compound

Product 1

HCID 178476398HCID 178476398, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 37.5 ml of ice-cooled acetic acid solution of 25% hydrobromic acid was added 3.22 g of compound (54) and the reaction was maintained for 3 hours at room temperature. The reaction mixture was added to 375 ml of dry ether and the precipitates thus formed were quickly collected by filtration and dried overnight in a desiccator containing potassium hydroxide to provide 4.43 g of L-histidyl-N-(2-acetoxyethyl)-L-prolinamide.2-hydrobromide.

Workup

  1. customthe precipitates thus
  2. customformed
  3. filtrationwere quickly collected by filtration
  4. customdried overnight in a desiccator
  5. additioncontaining potassium hydroxide

Sources & evidence

ORD record
ord-7b429ba5862a4e188613c07db53847e4
Source dataset
uspto-grants-1987_01
Patent number
US04636567

Reaction notes

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