59059-45-9

Upstream product

• 628-17-1 amyl iodide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 693-02-7 hex-1-yne 
• 106824-45-7 2-(hex-1-yn-1-yl)benzaldehyde 
• 16343-08-1 hexylboronic acid 
• 136515-49-6 2-(2-n-hexylphenyl)-4,4-dimethyloxazoline 
• 3761-92-0 n-hexylmagnesium bromide 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 529-20-4 2-methylphenyl aldehyde 
• 592-41-6 1-hexene 
• 1750-36-3 (E)-N-benzylidenebenzenamine 

Downstream Products

• 112562-05-7 2-(2-Hexyl-phenyl)-thiazolidine-3-carbothioic acid methylamide 
• 1426121-78-9 C₃₄H₅₄N₂ 

Relevant academic research and scientific papers

Antimycobacterial activity evaluation, time-kill kinetic and 3D-QSAR study of C-(3-aminomethyl-cyclohexyl)-methylamine derivatives

A series of C-(3-aminomethyl-cyclohexyl)-methylamine derivatives were synthesized and evaluated for their antitubercular activity. Some of the compounds exhibited potent activity against Mycobacterium tuberculosis H37Rv. One of the compound having t-butyl at para position of the benzene ring showed excellent activity even better than the standard drug ethambutol with MIC value 1.1 ± 0.2 μM. The time-kill kinetics study of two most active compounds showed rapid killing of the M. tuberculosis within 4 days. Additionally atom-based quantitative structure-activity relationship (QSAR) model was developed that gave a statistically satisfying result (R2) = 0.92, Q2 = 0.75, Pearson-R = 0.96 and effectively predicts the anti-tuberculosis activity of training and test set compounds.

Ferrocenyl iminophosphine ligands in Pd-catalysed Suzuki couplings

A mixture of Pd2(dba)3/{η-C5H 4CHN[CH(CH3)(Nap)]}Fe[η-C5H 4P(tBu)2] efficiently catalyzes the Suzuki reactions of a variety of bulky aryl halides and aryl- and alkyl-boronic acids, affording the desired cross-coupling biaryl products in quantitative isolated yields under mild conditions and at low (1 × 10-6-1 mol%) Pd loadings. Spectroscopic (NMR & ESI) analysis of the mixture of Pd 2(dba)3, the hybrid [P,N] ligands, and aryl halides revealed different structural forms of oxidative addition products that are dependent on the substituent on the imino nitrogen.

Rhodium-catalyzed ortho-alkylation of aromatic aldimines and ketimines via C-H bond activation

The aldimines reacted with alkenes under a rhodium catalytic system, Rh[(coe)2Cl]2 and Cy3P, to give mainly the double alkylated products with moderate to high yields. On the other hand, the ketimine 9 gave the mono alkylated product predominantly.

Directed Metalation of Aromatic Aldimines with Lithium 2,2,6,6-Tetramethylpiperidide

N-Cyclohexyl aromatic aldimines are ortho-lithiated or o-methyl-lithiated with 2 equiv of lithium 2,2,6,6-tetramethylpiperidide (LTMP) in THF solution at -15 deg C.The lithiated intermediates generally reacted with alkyl halides or CO2 to provide ortho-functionalized aldimine products which could be readily converted to the corresponding aldehydes by hydrolysis with aqueous 4 M HCl.Aromatic aldimines derived from (+/-)-trans-2-methylcyclohexylamine or 3-amino-2,4-dimethylpentane are resistant toward C=N addition with 1 equiv of n-BuLi at 0 deg C in THF solution; however, they are also surprisingly resistant toward directed metalation reactions with either LTMP or n-BuLi.Exceptions to the ortho-directing and o-methyl-directing effects of the aldimine group were observed in a reaction of 3-methylthiophene-2-carboxaldehyde cyclohexylimine (7) with LTMP, followed by CH3I, which gave a 9:1 mixture of 3,5-dimethylthiophene-2-carboxaldehyde cyclohexylimine (22) and 5-ethyl-3-methylthiophene-2-carboxaldehyde cyclohexylimine (23), and a reaction of p-tolualdehyde 2,4-dimethylpent-3-ylimine (11) with either n-BuLi or LTMP, followed by CH3I, which gave p-ethylbenzaldehyde 2,4-dimethylpent-3-ylimine (25).