HCID 178477096, compound → HCID 178460877, compound

HRID 1763564Notes

Reaction equation

HRID 1763564 reaction equation
C([S:4][CH2:5][CH:6]([CH3:21])[C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:17])[NH2:16])=[O:8])(=O)C>O.N>[SH:4][CH2:5][CH:6]([CH3:21])[C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:16])[NH2:17])=[O:8]

Participants

4

Reactant 1

HCID 178477096HCID 178477096, compound

Product 1

HCID 178460877HCID 178460877, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent

Procedure

Nα -(3-Acetylthio-2-methylpropanoyl)-L-arginine (1 g.) is dissolved in a mixture of water (5 ml.) and concentrated ammonia (5 ml.). After one hour at room temperature the solution is concentrated to 3 ml. in vacuo (no heat) and ion exchange resin AG-50 W is added until the pH of approximately 4. The suspension is applied to a column of the same resin and the Nα -(3-mercapto-2-methylpropanoyl)-L-arginine is eluted with pyridine-acetate buffer pH 6.5. The solvent is removed in vacuo and the residue is freeze dried, yield 0.86 g., m.p. 100°.

Workup

  1. concentrationAfter one hour at room temperature the solution is concentrated to 3 ml
  2. temperaturein vacuo (no heat) and ion exchange resin AG-50 W
  3. additionis added until the pH of approximately 4
  4. washthe Nα -(3-mercapto-2-methylpropanoyl)-L-arginine is eluted with pyridine-acetate buffer pH 6.5
  5. customThe solvent is removed in vacuo
  6. customdried

Sources & evidence

ORD record
ord-930dedf8ccae4429904a05fa15e0effc
Source dataset
uspto-grants-1978_09
Patent number
US04112119

Reaction notes

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