(S)-3-METHOXYMANDELONITRILE

Base Information

• Chemical Name: (S)-3-METHOXYMANDELONITRILE
• CAS No.: 105307-09-3
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.176
• Mol file: 105307-09-3.mol

Synonyms:

Chemical Property of (S)-3-METHOXYMANDELONITRILE

Chemical Property:

• PSA: 53.25000
• LogP: 1.25218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-METHOXYMANDELONITRILE

There total 12 articles about (S)-3-METHOXYMANDELONITRILE 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: 93.0%

hydrogen cyanide (74-90-8) + 3-methoxy-benzaldehyde (591-31-1) → (S)-(-)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile (10049-65-7,53313-94-3,105307-09-3)

Guidance literature:

(S)-oxynitrilase (E_.⁽¹⁾C₄₂₁₁); In di-isopropyl ether;

DOI:10.1016/S0040-4039(00)88777-8

Reference yield: 80.0%

potassium cyanide (151-50-8) + 3-methoxy-benzaldehyde (591-31-1) → (S)-(-)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile (10049-65-7,53313-94-3,105307-09-3)

Guidance literature:

With sodium citrate; citric acid; at 0 - 5 ℃; for 1h; (S)-hydroxynitrile lyase from Hevea brasiliensis;

DOI:10.1016/0040-4020(96)00354-7

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 3-methoxy-benzaldehyde (591-31-1) → (R)-(+)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile (10049-65-7) + (S)-(-)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile (10049-65-7,53313-94-3,105307-09-3)

Guidance literature:

trimethylsilyl cyanide; 3-methoxy-benzaldehyde; With titanium(IV) isopropylate; (1R,2S)-2-(N-2-hydroxyl-3-methylbenzyl)amino-1,2-diphenyl-1-ethanol; In dichloromethane; toluene; at -20 ℃; for 16h;

With hydrogenchloride; In methanol; water; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1021/jo0488356

upstream raw materials:

hydrogen cyanide

3-methoxy-benzaldehyde

potassium cyanide

2-acetoxy-2-(3-methoxyphenyl)acetonitrile

Downstream raw materials:

(S)-2-hydroxy-2-(3-methoxyphenyl)acetic acid

Refernces

• 1、 Xia, Qingchun,Li, Zijian,Tan, Chunxia,Liu, Yan,Gong, Wei,Cui, Yong. "Multivariate Metal-Organic Frameworks as Multifunctional Heterogeneous Asymmetric Catalysts for Sequential Reactions". supporting information. p. 8259 - 8266. Retrieved 2017/06/28.
• 2、 Zheng, Zubiao,Zi, Yan,Li, Zhongzhou,Zou, Xinzhuo. "A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination". . p. 434 - 439. Retrieved 2013/06/27.