Pentanenitrile, 2-hydroxy-, (S)-

Base Information

• Chemical Name: Pentanenitrile, 2-hydroxy-, (S)-
• CAS No.: 107537-99-5
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Mol file: 107537-99-5.mol

Synonyms:

Chemical Property of Pentanenitrile, 2-hydroxy-, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentanenitrile, 2-hydroxy-, (S)-

There total 12 articles about Pentanenitrile, 2-hydroxy-, (S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(+/-)-2-methyl-2-hydroxyhexanenitrile (4111-12-0) + butyraldehyde (123-72-8) → n-hexan-2-one (591-78-6) + (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5) + (S)-2-hydroxy-2-methylhexanenitrile

Guidance literature:

With (R)-oxynitrilase in almond meal; tartrate buffer pH 5.4; In di-isopropyl ether; at 25 ℃; for 165h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(97)00110-9

Reference yield:

sodium cyanide (773837-37-9) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5)

Guidance literature:

sodium cyanide; With (S)-hydroxynitrile lyase; acetic acid; In water; isopropyl alcohol; for 48h; Cooling with ice; Enzymatic reaction;

butyraldehyde; In water; isopropyl alcohol; for 48h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.tetasy.2013.03.015

Reference yield:

hydrogen cyanide (74-90-8) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5)

Guidance literature:

With almond meal; citrate buffer pH 5.5; In ethyl acetate; at 4 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1080/00397919108021286

upstream raw materials:

2-acetoxybutanenitrile

2-(Phenylacetoxy)pentannitril

2-(Phenylpropionyloxy)pentannitril

2-(Butyryloxy)pentannitril

Refernces

• 1、 Thomas, Juliana Christina,Aggio, Bruno Bernardi,Marques de Oliveira, Alfredo Ricardo,Piovan, Leandro. "High-Throughput Preparation of Optically Active Cyanohydrins Mediated by Lipases". . p. 5964 - 5970. Retrieved 2016/12/26.
• 2、 Roos, Juergen,Effenberger, Franz. "Stereoselective synthesis of β-amino-γ-butyrolactones". . p. 1855 - 1862. Retrieved 2007/10/03.