Ethyl Acetate → 3-(S)-Methyl-pentanedioic acid mono-(2-trimethylsilanyl-ethyl) ester

HRID 2406661Notes

Reaction equation

HRID 2406661 reaction equation
[CH3:1][Si:2]([CH3:17])([CH3:16])[CH2:3][CH2:4][O:5][C:6](=[O:15])[CH2:7][C@@H:8]([CH3:14])[CH2:9][C:10]([O:12]C)=[O:11].O.[OH-].[Li+].[Cl-].[NH4+].C(OCC)(=O)C>C(O)(C)C.O>[CH3:17][Si:2]([CH3:1])([CH3:16])[CH2:3][CH2:4][O:5][C:6](=[O:15])[CH2:7][C@@H:8]([CH3:14])[CH2:9][C:10]([OH:12])=[O:11]

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 168937Lithium hydroxide, monohydrateHCID 86665258HCID 86665258, compound

Product 1

HCID 866652593-(S)-Methyl-pentanedioic acid mono-(2-trimethylsilanyl-ethyl) ester

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

To the solution of 3-(S)-Methyl-pentanedioic acid methyl ester 2-trimethylsilanyl-ethyl ester in iso-propanol and water was added lithium hydroxide monohydrate and stirred for two hours at RT. The reaction mixture was treated with saturated ammonium chloride and ethyl acetate. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-8a7c15a82800408a8c70620c287dc923
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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