1-[3-Mercapto-2-(methoxycarbonylmethyl)propanoyl]-L-proline → HCID 53645761, compound

HRID 1252832Notes

Reaction equation

HRID 1252832 reaction equation
[SH:1][CH2:2][CH:3]([CH2:14][C:15]([O:17]C)=[O:16])[C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5].[H][H]>CO.[OH-].[Na+]>[C:15]([CH2:14][CH:3]([CH2:2][SH:1])[C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5])([OH:17])=[O:16]

Participants

5

Reactant 2

HCID 539411441-[3-Mercapto-2-(methoxycarbonylmethyl)propanoyl]-L-prolineHCID 178418361HCID 178418361, compound

Product 1

HCID 53645761HCID 53645761, compoundYield 80.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of the product from Example 62, Step (d) (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

Sources & evidence

ORD record
ord-1376bf65a11241a09961188ac94a9f88
Source dataset
uspto-grants-1988_05
Patent number
US04745124

Reaction notes

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