Benmoxin, (S)-

Base Information

• Chemical Name: Benmoxin, (S)-
• CAS No.: 142068-32-4
• Molecular Formula: C15H16N2O
• Molecular Weight: 240.305
• UNII: 6809153Y60
• Nikkaji Number: J860.206I
• Wikidata: Q27264183
• Mol file: 142068-32-4.mol

Synonyms:(-)-Benmoxin;Benmoxin, (S)-;UNII-6809153Y60;Benzoic acid, 2-((1S)-1-phenylethyl)hydrazide;6809153Y60;142068-32-4;(S)-benmoxin;SCHEMBL8759658;BEWNZPMDJIGBED-LBPRGKRZSA-N;N'-[(S)-alpha-Methylbenzyl]benzhydrazide;(S)-(-)-2-phenyl-2-(2-benzoylhydrazino)ethane;Q27264183

Chemical Property of Benmoxin, (S)-

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, (S)-

There total 5 articles about Benmoxin, (S)- 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: 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;

Reference yield:

acetophenone N-benzoylhydrazone (14850-96-5,14850-97-6,1219-41-6) → (R)-(+)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-35-7) + (S)-(-)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-32-4)

Guidance literature:

With hydrogen; {(1,5-cyclooctadiene)Rh(1,2-bis((2R,5R)-2,5-diethylphospholano)benzene)}triflate; In isopropyl alcohol; at -10 ℃; for 24h; under 3102.9 Torr; Product distribution; effect of solvent, catalyst and temperature was investigated. Competitive hydrogenation was also investigated in the presence of ketones, aldehydes, esters, nitriles, imines, nitro- and halogeno-compounds.;

DOI:10.1016/S0040-4020(01)89375-3

Reference yield:

acetophenone (98-86-2) → (R)-(+)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-35-7) + (S)-(-)-1-phenyl-1-(2-benzoylhydrazino)ethane (142068-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 20 °C

2: 1-[1-[bis(bicyclo[2.2.1]hept-2-yl)phosphino]ethyl]-2-[2-(diphenylphosphino)phenyl]ferrocene; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); tetrafluoroboric acid diethyl ether; hydrogen / 14 h / 50 °C / 5171.62 Torr

With tetrafluoroboric acid diethyl ether; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1-[1-[bis(bicyclo[2.2.1]hept-2-yl)phosphino]ethyl]-2-[2-(diphenylphosphino)phenyl]ferrocene; hydrogen; In methanol;

DOI:10.1021/acs.orglett.0c02756

upstream raw materials:

acetophenone N-benzoylhydrazone

acetophenone N-benzoylhydrazone

1-Phenylethanol

benzoic acid hydrazide