Sodium Hydroxide → HCID 13647973, compound

HRID 236042Notes

Reaction equation

HRID 236042 reaction equation
[OH-].[Na+].C([O:5][C:6]([C@@H:8]([NH:18][C@H:19]([C:21]([N:23]1[CH2:30][CH2:29][CH2:28][C@H:24]1[C:25]([OH:27])=[O:26])=[O:22])[CH3:20])[CH2:9][S:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:7])C>C(O)C>[C:6]([C@@H:8]([NH:18][C@H:19]([C:21]([N:23]1[CH2:30][CH2:29][CH2:28][C@H:24]1[C:25]([OH:27])=[O:26])=[O:22])[CH3:20])[CH2:9][S:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13647931HCID 13647931, compound

Product 1

HCID 13647973HCID 13647973, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2.0 ml quantity of a 1N aqueus solution of sodium hydroxide was added with ice cooling and stirring to a solution of 373 mg of the N-[(R)-1-ethoxycarbonyl-2-heptylthioethyl]-alanyl-(S)-proline (β-isomer) prepared in Example 17 in 4 ml of ethanol. The mixture was stirred at room temperature for 3 hours and applied to a column (Dowex 50W-X8(H+)). The reaction product was sufficiently washed with water and was eluted with a 4% aqueous solution of pyridine. Fractions of the title compound were collected and lyophilized. The powdery substance thus obtained was reprecipitated with ethanol-ether, giving the title compound.

Workup

  1. washThe reaction product was sufficiently washed with water
  2. washwas eluted with a 4% aqueous solution of pyridine
  3. customFractions of the title compound were collected
  4. customThe powdery substance thus obtained
  5. customwas reprecipitated with ethanol-ether

Sources & evidence

ORD record
ord-a46324d477cf4b4fbcab35dc1896e917
Source dataset
uspto-grants-1987_02
Patent number
US04642355

Reaction notes

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