(R)-(+)-3-METHOXYMANDELONITRILE

Base Information

• Chemical Name: (R)-(+)-3-METHOXYMANDELONITRILE
• CAS No.: 10049-65-7
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2926909090
• Mol file: 10049-65-7.mol

Synonyms:D-3-Methoxy-mandelsaeure-nitril;2'R-HARRINGTONINE;HARRINGTONIN;alkaloidcfromcephalotaxus;

Chemical Property of (R)-(+)-3-METHOXYMANDELONITRILE

Chemical Property:

• PSA: 53.25000
• LogP: 1.25218

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-3-METHOXYMANDELONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(+)-3-METHOXYMANDELONITRILE

There total 23 articles about (R)-(+)-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: 96.0%

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

Guidance literature:

trimethylsilyl cyanide; With methanol; C₆₀H₄₈LiN₂O₄P₂Ru⁽¹⁺⁾*Cl^(1-); Inert atmosphere; Cooling;

3-methoxy-benzaldehyde; In tert-butyl methyl ether; at -78 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol200187d

Reference yield: 95.0%

hydrogen cyanide (74-90-8) + 3-methoxy-benzaldehyde (591-31-1) → (R)-(+)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile (10049-65-7)

Guidance literature:

With hydroxynitrile lyase isozyme 5 from Prunus communis; In tert-butyl methyl ether; at 25 ℃; for 5h; pH=5; Enzymatic reaction;

DOI:10.1002/adsc.201601332

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

upstream raw materials:

hydrogen cyanide

3-methoxy-benzaldehyde

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

trimethylsilyl cyanide

Downstream raw materials:

Carbonic acid (S)-cyano-(3-methoxy-phenyl)-methyl ester (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Carbonic acid (R)-cyano-(3-methoxy-phenyl)-methyl ester (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(R)-(-)-2-(tert-butyldiphenylsilyloxy)-2-(3-methoxyphenyl)acetonitrile

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