Sodium Hydroxide → sodium (S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate monohydrate

HRID 1590190Notes

Reaction equation

HRID 1590190 reaction equation
[CH2:1]([C@@H:8]([CH2:12][C:13]([N:15]1[CH2:23][C@H:22]2[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])[C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+:25]>C(O)C>[OH2:10].[CH2:1]([C@@H:8]([CH2:12][C:13]([N:15]1[CH2:16][C@H:17]2[C@H:22]([CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:23]1)=[O:14])[C:9]([O-:11])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[Na+:25]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 121891Mitiglinide

Product 1

HCID 67758743sodium (S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate monohydrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid (1.38 g) in ethanol (5 ml) was added 2N sodium hydroxide solution (2.19 ml). After the solvent was evaporated under reduced pressure, the residue was crystallized from ethyl acetate to give 1.44 g of sodium (S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate monohydrate.

Workup

  1. customAfter the solvent was evaporated under reduced pressure
  2. customthe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-84ea975f100642eaa913f532cc042a2e
Source dataset
uspto-grants-1993_04
Patent number
US05202335

Reaction notes

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