Hexanoic acid, 3-cyano-5-methyl-, (3S)- synthesis

8synthesis methods

Product Name:Hexanoic acid, 3-cyano-5-methyl-, (3S)-
CAS Number:181289-37-2
Molecular formula:C8H13NO2
Molecular Weight:155.19

61312-86-5
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Butanedinitrile, 2-(2-methylpropyl)-, (2R)-

867258-43-3
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181289-37-2
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Yield:> 99 % ee

Reaction Conditions:

with nitrilase from Arabis alpina in aq. buffer at 30; pH=8; for 15 h;Resolution of racemate;Green chemistry;Enzymatic reaction;stereoselective reaction;

Steps:

3 Example 3-Application of Nitrilase Aa-Nit-Containing Resting Cells

Kinetic resolution of racemic IBSN. The reaction is shown in FIG. 1. To a Tris-HCl buffer (10 mL, 100 mM, pH 8.0) was added racemic IBSN to reach 1.2 M, and 0.5 g of wet resting cells prepared in Example 1. The mixture was shaken at 30° C. for 15 hr in a water bath shaker. A 500 μL sample was taken every 3 hr and the reaction was quenched with 200 μL of 2 M HCl. The mixture was extracted with 800 μL of ethyl acetate, shaken, and centrifuged (12000×g, 2 min). The supernatant was dried with anhydrous sodium sulfate and analyzed with gas chromatography.

References:

US10100297,2018,B2 Location in patent:Page/Page column 3-5