Acetic Acid → HCID 53645761, compound

HRID 569886Notes

Reaction equation

HRID 569886 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-ba1c3ebccb014806ad9d3dce9e486dff
Source dataset
uspto-grants-1988_03
Patent number
US04734420

Reaction notes

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