Lithium Hydroxide → HCID 66918645, compound

HRID 1367458Notes

Reaction equation

HRID 1367458 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:8][C@H:7]1[C:20]([N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)=[O:21])=[O:5])C.[Li+].[OH-]>C1COCC1.O.CO>[C:14]1([S:11]([C@@H:9]2[CH2:10][C@@H:6]([C:4]([OH:5])=[O:3])[C@H:7]([C:20]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[O:21])[CH2:8]2)(=[O:13])=[O:12])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 66918487HCID 66918487, compound

Product 1

HCID 66918645HCID 66918645, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (1R,2R,4S)-4-benzenesulfonyl-2-(morpholine-4-carbonyl)-cyclopentanecarboxylic acid ethyl ester (1.35 mmol) in THF (10 ml) was added a solution of LiOH (3.0 mmol) in water (3 ml) and methanol (3 ml) and stirring was continued at 22° C. until completion of the reaction. The mixture was evaporated and the residue partitioned between ethyl acetate and hydrochloric acid (0.1 N). The organic layer was dried and evaporated to give the title compound as a colorless foam. MS: 368.1 (M+H)+.

Workup

  1. customwas continued at 22° C. until completion of the reaction
  2. customThe mixture was evaporated
  3. customthe residue partitioned between ethyl acetate and hydrochloric acid (0.1 N)
  4. customThe organic layer was dried
  5. customevaporated

Sources & evidence

ORD record
ord-72d86f6a92a14536a8f2e028f1c66820
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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