[R,(+)]-2-Hydroxyhexanenitrile

Base Information

• Chemical Name: [R,(+)]-2-Hydroxyhexanenitrile
• CAS No.: 10021-65-5
• Molecular Formula: C6H11 N O
• Molecular Weight: 0
• Hs Code.: 2926909090
• Mol file: 10021-65-5.mol

Synonyms:Hexanenitrile,2-hydroxy-, (R)-; Hexanenitrile, 2-hydroxy-, D-(+)- (8CI)

Chemical Property of [R,(+)]-2-Hydroxyhexanenitrile

Chemical Property:

• PSA: 44.02000
• LogP: 1.06108

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-HYDROXYHEXANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [R,(+)]-2-Hydroxyhexanenitrile

There total 6 articles about [R,(+)]-2-Hydroxyhexanenitrile 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: 100.0%

pentanal (110-62-3) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → D-2-Hydroxy-hexansaeurenitril (10021-65-5)

Guidance literature:

With citrate buffer; In di-isopropyl ether; for 13h; Ambient temperature; mandelonitrile lyase, pH 5.5;

DOI:10.1016/S0957-4166(00)82077-7

Reference yield:

pentanal (110-62-3) → D-2-Hydroxy-hexansaeurenitril (10021-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₂AlCl; molecular sieves 4 Angstroem; HMPA / (S)-3,3'-di(morpholinomethyl)-2,2'-dihydroxy-1,1'-binaphthyl / diethyl ether; hexane / 24 h / -20 °C

2: HCl / diethyl ether / 2 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; 4 A molecular sieve; dimethylaluminum chloride; (S)-3,3'-bis(morpholinomethyl)-2,2'-dihydroxy-1,1'-binaphthyl; In diethyl ether; hexane;

DOI:10.1016/j.tet.2006.06.049

Reference yield:

(R)-2-Trimethylsilanyloxy-hexanenitrile → D-2-Hydroxy-hexansaeurenitril (10021-65-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 2h;

DOI:10.1016/j.tet.2006.06.049

upstream raw materials:

pentanal

hydrogen cyanide

2-hydroxyhexanenitrile

2-hydroxy-2-methylpropanenitrile

Refernces

• 1、 Decicco, Carl P.,Grover, Paul. "Asymmetric amino acid synthesis: Mitsunobu reaction on chiral cyanohydrins". . p. 529 - 530. Retrieved 2007/10/03.
• 2、 Kanerva, Liisa T.,Kiljunen, Eero,Huuhtanen, Tuomas T.. "Enzymatic Resolution of Optically Active Aliphatic Cyanohydrins". . p. 2355 - 2362. Retrieved 2007/10/02.