Lithium Hydroxide → (2S)-1-(1,3-benzothiazol-2-yl)-2-piperidinecarboxylic acid

HRID 841944Notes

Reaction equation

HRID 841944 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[C:16]([O:18]CC)=[O:17].[OH-].[Li+]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[C:16]([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 57016205ethyl (2S)-1-(1,3-benzothiazol-2-yl)-2-piperidinecarboxylate

Product 1

HCID 30121374(2S)-1-(1,3-benzothiazol-2-yl)-2-piperidinecarboxylic acid

Procedure

The title compound was prepared by a similar method to Preparation 3 from ethyl (2S)-1-(1,3-benzothiazol-2-yl)-2-piperidinecarboxylate [see Preparation 42] and 1N aqueous lithium hydroxide solution. The crude product was purified by column chromatography on silica gel eluting with a solvent system of 10:1, by volume, dichloromethane: methanol to afford (2S)-1-(1,3-benzothiazol-2-yl)-2-piperidinecarboxylic acid as a solid.

Workup

  1. customThe crude product was purified by column chromatography on silica gel eluting with a solvent system of 10:1, by volume, dichloromethane

Sources & evidence

ORD record
ord-e626b8ba7fd54e1aa09f70e40652b5ef
Source dataset
uspto-grants-2002_04
Patent number
US06372736B1

Reaction notes

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