(S)-(-)-2-hydroxy-3-methylbutanenitrile

Base Information

• Chemical Name: (S)-(-)-2-hydroxy-3-methylbutanenitrile
• CAS No.: 107485-33-6
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.1326
• Mol file: 107485-33-6.mol

Synonyms:

Chemical Property of (S)-(-)-2-hydroxy-3-methylbutanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-2-hydroxy-3-methylbutanenitrile

There total 4 articles about (S)-(-)-2-hydroxy-3-methylbutanenitrile 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:

trimethylsilyl cyanide (7677-24-9) + isobutyraldehyde (78-84-2) → (S)-(-)-2-hydroxy-3-methylbutanenitrile (107485-33-6) + (R)-2-hydroxy-3-methylbutanenitrile (10021-64-4)

Guidance literature:

With Tributylphosphine oxide; (R)-3,3'-bis(diphenylphosphinoylmethyl)-1,1'-binaphthalene-2,2'-dioxyaluminium chloride; In dichloromethane; at -40 ℃; for 45h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja983895c

Reference yield:

hydrogen cyanide (74-90-8) + isobutyraldehyde (78-84-2) → (S)-(-)-2-hydroxy-3-methylbutanenitrile (107485-33-6) + (R)-2-hydroxy-3-methylbutanenitrile (10021-64-4)

Guidance literature:

cyclo-(Leu-His); In diethyl ether; at 0 ℃; for 5h; Yield given. Yields of byproduct given;

Reference yield:

potassium cyanide (151-50-8) + isobutyraldehyde (78-84-2) → (S)-(-)-2-hydroxy-3-methylbutanenitrile (107485-33-6) + (R)-2-hydroxy-3-methylbutanenitrile (10021-64-4)

Guidance literature:

With Prunus mume (R)-hydroxynitrile lyase; citrate buffer; In di-isopropyl ether; for 10h; pH=4.0; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2005.08.105

upstream raw materials:

hydrogen cyanide

isobutyraldehyde

2-hydroxy-2-methylpropanenitrile

trimethylsilyl cyanide

Refernces

• 1、 Wen, Ye Qian,Ren, Wei Min,Lu, Xiao Bing. "Highly active bifunctional salenTi(IV) catalysts for asymmetric cyanosilylation of aldehydes and TMSCN". scheme or table. p. 1285 - 1288. Retrieved 2012/01/17.
• 2、 Nanda, Samik,Kato, Yasuo,Asano, Yasuhisa. "A new (R)-hydroxynitrile lyase from Prunus mume: Asymmetric synthesis of cyanohydrins". . p. 10908 - 10916. Retrieved 2007/10/03.