Acetic Acid → HCID 53645761, compound

HRID 2309066Notes

Reaction equation

HRID 2309066 reaction equation
C([S:4][CH2:5][CH:6]([CH2:17][C:18]([O:20]C)=[O:19])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=O)C.[H][H].C(O)(=O)C>CO.[OH-].[Na+]>[C:18]([CH2:17][CH:6]([CH2:5][SH:4])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])([OH:20])=[O:19]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 541123831-[3-(Acetylthio)-2-(methoxycarbonylmethyl)propanoyl]-L-prolineHCID 178418361HCID 178418361, compound

Product 1

HCID 53645761HCID 53645761, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of the product from Example 81 (3.0 g.) in methanol (60 ml.), 1N sodium hydroxide (60 ml.) is added. After 4 hours, the solution is applied to a column of Dowex 50 ion exchange resin in the hydrogen cycle, and the desired material is eluted with water to yield 2.3 g. of the named product Rf 0.2 (silica gel-benzene:acetic acid, 75:25).

Workup

  1. washthe desired material is eluted with water
  2. customto yield 2.3 g

Sources & evidence

ORD record
ord-010af2fe034241aba9f66a6f575b2ba6
Source dataset
uspto-grants-1987_09
Patent number
US04692458

Reaction notes

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