Benmoxin, (R)-

Base Information

• Chemical Name: Benmoxin, (R)-
• CAS No.: 142068-35-7
• Molecular Formula: C15H16N2O
• Molecular Weight: 240.305
• UNII: 4728M5V8YD
• Nikkaji Number: J860.207G
• Wikidata: Q27258990
• Mol file: 142068-35-7.mol

Synonyms:Benmoxin, (R)-;(+)-Benmoxin;UNII-4728M5V8YD;4728M5V8YD;Benzoic acid, 2-((1R)-1-phenylethyl)hydrazide;142068-35-7;(R)-benmoxin;SCHEMBL8760295;Q27258990

Chemical Property of Benmoxin, (R)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.126263138
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NNC(=O)C2=CC=CC=C2
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)NNC(=O)C2=CC=CC=C2

Technology Process of Benmoxin, (R)-

There total 11 articles about Benmoxin, (R)- 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: 99.0%

acetophenone N-benzoylhydrazone (14850-96-5,14850-97-6,1219-41-6) → (R)-(+)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-35-7)

Guidance literature:

acetophenone N-benzoylhydrazone; With toluene-4-sulfonic acid; In methanol; dichloromethane; for 0.166667h; Inert atmosphere; Glovebox; Molecular sieve;

With hydrogen; iodine; In methanol; dichloromethane; at 20 ℃; for 24h; under 38002.6 Torr; Reagent/catalyst; enantioselective reaction; Autoclave;

DOI:10.1021/ol401851c

Reference yield: 95.0%

benzoic acid hydrazide (613-94-5) + acetophenone (98-86-2) → (R)-(+)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-35-7)

Guidance literature:

With nickel(II) triflate; formic acid; (S)-binapine; triethylamine; In isopropyl alcohol; at 80 ℃; for 48h; Temperature; enantioselective reaction; Inert atmosphere; Glovebox; Molecular sieve; Schlenk technique;

DOI:10.1002/anie.201606821

Reference yield: 92.0%

acetophenone N-benzoylhydrazone (14850-97-6) → (R)-(+)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-35-7) + (S)-(-)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-32-4)

Guidance literature:

With hydrogen; {(1S)-1(S)-[(2R)-2-(diphenylphosphino)-cyclopentyl]-2-methylpropyl}-(diphenyl)-phosphine; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In methanol; at 20 ℃; for 16h; under 37503.8 Torr;

upstream raw materials:

acetophenone N-benzoylhydrazone

acetophenone N-benzoylhydrazone

benzoic acid hydrazide

acetophenone

Refernces

• 1、 Chen, Song,Dropinski, James F.,Li, Hongming,Schuster, Christopher H.,Shevlin, Michael. "Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones". supporting information. p. 7562 - 7566. Retrieved 2020/10/09.
• 2、 Yang, Peng,Lim, Li Hui,Chuanprasit, Pratanphorn,Hirao, Hajime,Zhou, Jianrong Steve. "Nickel-Catalyzed Enantioselective Reductive Amination of Ketones with Both Arylamines and Benzhydrazide". supporting information. p. 12083 - 12087. Retrieved 2016/11/16.