Lithium Hydroxide → HCID 68699147, compound

HRID 1876286Notes

Reaction equation

HRID 1876286 reaction equation
C([O:3][C:4]([C@@H:6]1[CH:10]2[CH2:11][CH2:12][CH2:13][CH:9]2[CH2:8][N:7]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:5])C.[Li+].[OH-]>C1COCC1.O>[C:17]([O:16][C:14]([N:7]1[CH2:8][CH:9]2[CH2:13][CH2:12][CH2:11][CH:10]2[C@H:6]1[C:4]([OH:5])=[O:3])=[O:15])([CH3:20])([CH3:18])[CH3:19]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 68698143HCID 68698143, compound

Product 1

HCID 68699147HCID 68699147, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2 g of (S)-Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester 1-ethyl ester and 449 mg of LiOH in 30 ml of THF and 10 ml of H2O is stirred at rt for 16 hours. The reaction is quenched with brine, acidified to pH 2 with aq. 2N HCl solution and extracted with EtOAc. The combined organic phases obtained are washed with brine, dried and solvent is evaporated to afford the title compound.

Workup

  1. customThe reaction is quenched with brine
  2. extractionextracted with EtOAc
  3. customThe combined organic phases obtained
  4. washare washed with brine
  5. customdried
  6. customsolvent is evaporated

Sources & evidence

ORD record
ord-be72299992fd43b4adeac3b1fecae98e
Source dataset
uspto-grants-2012_11
Patent number
US08309596B2

Reaction notes

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