Acetate → HCID 70619535, compound

HRID 372778Notes

Reaction equation

HRID 372778 reaction equation
Cl.[NH2:2][C@H:3]([C:12]([NH:14][CH2:15][C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:34]([NH:36][C@H:37]([C:42]([OH:44])=[O:43])[CH2:38][CH2:39][S:40][CH3:41])=[O:35])[CH2:24][C:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[NH:27][CH:26]=1)=[O:21])=[O:17])=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.C([O-])(=O)C>C(O)(=O)C>[C:42]([OH:44])(=[O:43])[CH3:37].[NH2:2][C@H:3]([C:12]([NH:14][CH2:15][C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:34]([NH:36][C@H:37]([C:42]([OH:44])=[O:43])[CH2:38][CH2:39][S:40][CH3:41])=[O:35])[CH2:24][C:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[NH:27][CH:26]=1)=[O:21])=[O:17])=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 175AcetateHCID 70620434HCID 70620434, compound

Product 1

HCID 70619535HCID 70619535, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

17.3 Parts L-tyrosylglycylglycyl-L-tryptophyl-L-methionine hydrochloride is dissolved in 250 parts by volume of 20% acetic acid and passed slowly through an IR-45 ion exchange column in the acetate form. The column is washed with 20% acetic acid until no more peptide is eluted. Fractions containing the product are combined and the solvent removed by stripping under reduced pressure at room temperature. The residual glass is dissolved in 75 parts water and lyophilized to give L-tyrosylglycylglycyl-L-tryptophyl-L-methionine acetic acid salt. This compound is represented by the following formula

Workup

  1. washThe column is washed with 20% acetic acid until no more peptide
  2. washis eluted
  3. additionFractions containing the product
  4. customthe solvent removed
  5. customby stripping under reduced pressure at room temperature
  6. dissolutionThe residual glass is dissolved in 75 parts water

Sources & evidence

ORD record
ord-b6539617919848d1a54a7a3195315bce
Source dataset
uspto-grants-1978_05
Patent number
US04092304

Reaction notes

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