Sodium Hydroxide → HCID 15595920, compound

HRID 236041Notes

Reaction equation

HRID 236041 reaction equation
[OH-].[Na+].C([O:5][C:6]([C@@H:8]([NH:17][C@H:18]([C:20]([N:22]1[CH2:29][CH2:28][CH2:27][C@H:23]1[C:24]([OH:26])=[O:25])=[O:21])[CH3:19])[CH2:9][S:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])C>C(O)C>[C:6]([C@@H:8]([NH:17][C@H:18]([C:20]([N:22]1[CH2:29][CH2:28][CH2:27][C@H:23]1[C:24]([OH:26])=[O:25])=[O:21])[CH3:19])[CH2:9][S:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15595914HCID 15595914, compound

Product 1

HCID 15595920HCID 15595920, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 3.2 ml quantity of a 1N aqueous solution of sodium hydroxide was added with ice cooling and stirring to a solution of 600 mg of the N-[(R)-1-ethoxycarbonyl-2-hexylthioethyl]-alanyl-(S)-proline (α-isomer) obtained in Example 4 in 8 ml of ethanol. The mixture was stirred at room temperature for 2.5 hours, and applied to a column (Dowex 50W-X8(H+)). The reaction product was sufficiently washed with water, and eluted with a 4% aqueous solution of pyridine. Fractions of the title compound were collected and lyophilized. The powder thus obtained was reprecipitated with ethanolether, giving the title compound. Yield 270 mg.

Workup

  1. washThe reaction product was sufficiently washed with water
  2. washeluted with a 4% aqueous solution of pyridine
  3. customFractions of the title compound were collected
  4. customThe powder thus obtained
  5. customwas reprecipitated with ethanolether

Sources & evidence

ORD record
ord-af5e2f828e12409fa0bd52935fb25b65
Source dataset
uspto-grants-1987_02
Patent number
US04642355

Reaction notes

Loading…