113301-48-7

Upstream product

• 64-17-5 ethanol 
• 74-85-1 ethene 
• 7214-62-2 2-octyl nitrite 
• 111-13-7 hexyl-methyl-ketone 
• 3234-26-2 2,3-epoxyoctane 
• 111-71-7 heptanal 
• 110-43-0 n-pentyl methyl ketone 
• 917-54-4 methyllithium 
• 2747-38-8 methyltrichlorotitanium 
• 41453-02-5 NbMe₂Cl₃ 
• 41453-01-4 Methylniobtetrachlorid 
• 18006-13-8 methyltriisopropoxytitanium(IV) 
• 95673-88-4 CH₃Cl₂Cr 
• 41453-04-7 Methyltantaltetrachlorid 

Downstream Products

• 18023-52-4 trimethyl-(1-methyl-heptyloxy)-silane 
• 102462-53-3 diphenyl-dithiophosphinic acid-(1-methyl-heptyl ester) 
• 124591-00-0 N,N'-bis-(4-dimethylamino-phenyl)-terephthalamide 
• 24848-81-5 B(O-2-C₈H₁₇)3 
• 111-13-7 hexyl-methyl-ketone 
• 219827-50-6 (2,4,5-trichloro-phenoxy)-acetic acid-(1-methyl-heptyl ester) 
• 103034-34-0 4-nitro-phthalic acid bis-(1-methyl-heptyl ester) 
• 118898-95-6 phthalic acid benzyl ester-(1-methyl-heptyl ester) 
• 70116-81-3 2,4,6-trimethyl-benzoic acid-(1-methyl-heptyl ester) 
• 6319-48-8 carbamic acid-(1-methyl-heptyl ester) 
• 6938-48-3 Valeriansaeure-2-octanester 
• 33563-74-5 4-sec-Octyloxy-butyronitril 
• 35812-28-3 4-(1-Methyl-heptyloxythiocarbonylsulfanyl)-benzenesulfonic acid 
• 56970-72-0 Di-1-methylheptyl maleic ester 

Relevant academic research and scientific papers

Enantioselectivity and catalysis improvements of Pseudomonas cepacia lipase with Tyr and Asp modification

A concise strategy to improve the p-NPP (p-nitrophenyl palmitate) catalytic activity and enantioselectivity towards secondary alcohols of Pseudomonas cepacia lipase (PcL) has been described. The PcL was modified by I3-, N-acetyl imidazole (NAI), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC) and ethylenediamine (EDA) in the absence or presence of n-hexane, respectively. After being modified by the four modification reagents, the enantioselectivity (E value) of the PcL towards secondary alcohols was enhanced by 2- to 4-fold. The catalytic activity of EDA-PcL was increased by about 6-fold. The matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) analysis of modified PcL showed that Tyr4, Tyr29, Tyr45, Tyr95, Asp36 and Asp55 were the modified sites. When Tyr29 was modified, the E value of PcL towards secondary alcohols was largely improved. MALDI-TOF-MS characterization and molecular dynamics simulation of the lipase indicated that Tyr29 located inside the catalytic cavity had a significant impact on the E value. The strong steric hindrance of acetyl and iodine ion to the groups on the chiral center of the substrates is responsible for the improvement. In addition, the enhancement of hydrophobicity on the surface of the lipase due to the sidechain replacement of Asp with uncharged hydrophobic groups also improved the E value.

Development of a mixed solvent system for the efficient resolution of (R, S)-2-octanol catalyzed by magnetite-immobilized lipase

In order to find a suitable reaction system for the enzymatic resolution of (R, S)-2-octanol, the effects of the molecular structure of the solvent on the enantioselectivity (E) and enzymatic activity of Yarrowia lipolytica lipase (YLL) immobilized onto magnetic nanoparticles were systematically analyzed. Both the E and enzymatic activity of the reaction in an acyclic, structurally linear solvent were higher than those in the corresponding branched chain solvent or cyclic solvent. In a mixed solvent system with acetone and carbon tetrachloride (v/v = 3:7), the immobilized YLL exhibited high enantioselectivity, activity, and reusability. The thermodynamic analysis showed that the enantiomer discrimination was enthalpy-driven at all temperatures tested. These results present new opportunities and challenges for understanding and intensifying the enzymatic resolution process of (R, S)-2-octanol by designing suitable solvent system.

B-iso-2-(2-diethylaminoethyl)apopinocampheyl-9-borabicyclo-[3.3.1]nonyl hydride - An improved chiral reducing agent for straight chain aliphatic ketones

A series of chirally modified borohydrides of the type lithium B-iso-2- (alkyl)apopinocampheyl-9-borabicyclo[3.3.1]nonyl hydride (2-4 and 8-9) were prepared to enable a strategic development of chiral reagents for the reduction of straight chain aliphatic ketones. Reagent 8 (alkyl = 2- diethylaminoethyl) reduces 2-octanone in 82% ee, significantly higher than that obtained with NB-Enantride (7) under identical conditions. An improved methodology for these reductions is also described.

Screening of a minimal enriched P450 BM3 mutant library for hydroxylation of cyclic and acyclic alkanes

A minimal enriched P450 BM3 library was screened for the ability to oxidize inert cyclic and acyclic alkanes. The F87A/A328V mutant was found to effectively hydroxylate cyclooctane, cyclodecane and cyclododecane. F87V/A328F with high activity towards cyclooctane hydroxylated acyclic n-octane to 2-(R)-octanol (46% ee) with high regioselectivity (92%).

Organic-inorganic nanocrystal reductase to promote green asymmetric synthesis

An acetophenone reductase from Geotrichum candidum (GcAPRD) was immobilized by the organic-inorganic nanocrystal method. The GcAPRD nanocrystal presented improved stability and recyclability compared with those of the free GcAPRD. Moreover, the GcAPRD nanocrystal reduced broad kinds of ketones with excellent enantioselectivities to produce beneficial chiral alcohols such as (S)-1-(3′,4′-dichlorophenyl)ethanol with >99% yield and >99% ee. The robust and versatile properties of the GcAPRD nanocrystal demonstrated an approach to promote green asymmetric synthesis and sustainable chemistry. This journal is

The Enantioface-Differentiating Hydrogenation of the C=O Double Bond with Asymmetrically Modified Raney Nickel. XXXIX. Repeated Uses of the Catalyst in the Hydrogenation of 2-Alkanones

The durability of tartaric acid-sodium bromide-modified Raney nickel in the hydrogenation of 2-octanone was investigated.A remarkable lowering of the optical yield was observed in the repeated use of the catalyst.A lack of sodium ions in the reaction system was found to be the origin of this phenomenon.The addition of sodium ions to the reaction mixture was useful for attaining high optical yields in the repeated uses of the catalyst.

Novel method of reducing ketones using sodium hydroxide in isopropanol

Ketones are readily reduced to secondary alcohols with sodium hydroxide in refluxing isopropanol.

Acceleration of the Hydrogenation of 2-Octanone with an Alkali Salt of an Organic Acid

The hydrogenation of 2-octaone over various types of nickel catalysts was found to be accelerated by the addition of small amounts of carboxylates of alkali metals such as Na, K, and Li.

Enantioselective reduction of aliphatic ketones using NaBH4 and TarB-NO2, a chiral boronic ester

High enantioselectivities are obtained using a tartaric acid-derived boronic ester (TarB-NO2) in combination with NaBH4 for the asymmetric reduction of aliphatic ketones. The resulting alcohols are obtained in enantiomeric excesses ranging from 56% to 94%.

Baker's yeast-induced asymmetric reduction of α-ketosulfides: Synthesis of optically active 1-(benzothiazol-2-ylsulfanyl)-2- alkanols, 2-alkanols, and thiiranes

1-(Benzothiazol-2-ylsulfanyl)-2-alkanols 3 were prepared in very high enantiomeric excess by baker's yeast-induced asymmetric reduction of 1- (benzothiazol-2-ylsulfanyl)-2-alkanones 1. Conversion of 3 into optically active simple 2-alkanols 4 and thiiranes 2 by reductive desulfurization and base treatment, respectively, is also described. The absolute configuration of the new compounds synthesized has been established by chemical correlation and specific rotation comparison.