Benzene, [(1R)-1-(nitromethyl)propyl]-

Base Information

• Chemical Name: Benzene, [(1R)-1-(nitromethyl)propyl]-
• CAS No.: 119880-63-6
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol file: 119880-63-6.mol

Synonyms:

Chemical Property of Benzene, [(1R)-1-(nitromethyl)propyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, [(1R)-1-(nitromethyl)propyl]-

There total 33 articles about Benzene, [(1R)-1-(nitromethyl)propyl]- 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%

nitrostyrene (5153-67-3) + diethylzinc (557-20-0) → [1-(nitromethyl)propyl]benzene (119880-63-6,7796-78-3)

Guidance literature:

With chiral (OCHPhCHMeN(i-Pr))PNMe₂; copper(I) triflate; In hexane; toluene; at -30 ℃; for 3h;

DOI:10.1021/ol0059596

Reference yield: 92.0%

(2-nitroethenyl)benzene (102-96-5) + diethylzinc (557-20-0) → (R)-1-nitro-2-phenylbutane (119880-63-6)

Guidance literature:

(2-nitroethenyl)benzene; diethylzinc; With C₄₄H₃₈Fe₂NO₂P; copper(II) bis(trifluoromethanesulfonate); In toluene; at -78 ℃; for 12h; Inert atmosphere;

With ammonium chloride; In water; toluene; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tetasy.2009.01.013

Reference yield: 92.0%

nitrostyrene (5153-67-3) → [1-(nitromethyl)propyl]benzene (119880-63-6,7796-78-3)

Guidance literature:

In tetrahydrofuran; 1.) -78 deg C, 2.) 0 deg C, 4 h;

DOI:10.1021/jo00067a016

upstream raw materials:

nitrostyrene

diethylzinc

(2-nitroethenyl)benzene

1-nitrobut-1-ene

Downstream raw materials:

(R)-(+)-2-Phenylbutyronitrile

(S)-2-phenyl-butyronitrile

(E)-(1-nitrobut-1-en-2-yl)benzene

C₁₆H₁₇NO₂Se

Refernces

• 1、 Alexakis, Alexandre,Benhaim, Cyril. "Enantioselective copper-catalyzed conjugate addition of dialkyl zinc to nitro-olefins". . p. 2579 - 2581. Retrieved 2000.
• 2、 Soeta, Takahiro,Hatanaka, Yuichi,Ishizaka, Tomohiro,Ukaji, Yutaka. "Chiral NHC ligands bearing a pyridine moiety in copper-catalyzed addition of diethylzinc to nitroalkenes". . p. 4601 - 4605. Retrieved 2018.
• 3、 Johansson, Magnus J.,Andersson, Kristian H. O.,Kann, Nina. "Modular asymmetric synthesis of P-chirogenic β-amino phosphine boranes". . p. 4458 - 4463. Retrieved 2008.
• 4、 Pirola, Margherita,Faverio, Chiara,Orlandi, Manuel,Benaglia, Maurizio. "Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles". supporting information. p. 10247 - 10250. Retrieved 2021/06/18.
• 5、 -. "EBINOL axial chiral compound as well as synthesis method and application thereof". Paragraph 0238; 0250-0253. . Retrieved 2019/08/02.