172995-51-6

Upstream product

• 1611-56-9 1-Bromo-11-hydroxyundecane 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 441787-82-2 9-[11-(tert-butyldiphenylsilyloxy)undecyl]carbazole 
• 557-61-9 octacosyl alcohol 
• 506-48-9 octacosanoic acid 
• 1391985-75-3 13-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methyl-2-(prop-1-en-2-yl)tridecanamide 

Relevant academic research and scientific papers

BENZYL COMPOUND

The purpose of the present invention is to provide a protecting group which improves the solubility of a compound having a functional group protected with the protecting group in an organic solvent and which is easily separated and purified after a reaction with avoiding solidification or insolubilization. Provided is a benzyl compound represented by Formula (1) where X1 represents —CH2OR14 (where R14 represents a hydrogen atom, a halogenocarbonyl group, or an active ester-type protecting group), —CH2NHR15 (where R15 represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, or an aralkyl group), a halogenomethyl group, a methyl azide group, a formyl group, or an oxime; and at least one of R1, R2, R3, R4, and R5 is a group represented by Formula (2), and the remainders each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, where R6 represents a linear or branched alkylene group having 1 to 16 carbon atoms; X2 represents O or CONR16 (where R16 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms); and A represents a group represented by Formula (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), or (13).

Epoxy-terminated self-assembled monolayers containing internal urea or amide groups

We report the synthesis of new coupling agents with internal amide or urea groups possessing an epoxy-terminal group and trimethoxysilyl-anchoring group. The structural characterizations of the corresponding self-assembled monolayers (SAMs) were performed by polarization modulation infrared reflection adsorption spectroscopy (PM-IRRAS). The molecular assembly is mainly based on the intermolecular hydrogen-bonding between adjacent amide or urea groups in the monolayers. Because of the steric hindrance of amide or urea groups, the distance between the alkyl chains is too large to establish van der Waals interactions, inducing their disorder. The reactivity of the epoxy-terminal groups was successfully investigated through reaction with a fluorescent probe. We show that SAMs containing internal urea or amide groups exhibited a higher density of accessible epoxide groups than the corresponding long-chain (C22) glycidyl-terminated SAM.

Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer's agent

In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)- octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on Aβ(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity.

Efficient macrocyclization by a novel oxy-oxonia-cope reaction: Synthesis and olfactory properties of new macrocyclic musks

Musk made to odor: A new oxy-oxonia-Cope macrocyclization to (3Z)-configured cycloalk-3-en-1-yl formates is reported, which is useful in the synthesis of unsaturated and saturated macrocyclic ketones (see scheme). The synthesized structures provide new insight into the structure-odor correlation of musks, making it likely for macrocyclic and linear alicyclic musks to address the same olfactory receptors.

Efficient fully functionalized photorefractive polymethacrylates with infrared sensitivity and different spacer lengths

A series of photorefractive polymethacrylates, containing a Disperse Red type chromophore and carbazole as charge transport agent with various spacer lengths, was synthesized and characterized. The photorefractive effect of these materials was studied by

Structure determination of an endogenous sleep-inducing lipid, cis-9-octadecenamide (oleamide): A synthetic approach to the chemical analysis of trace quantities of a natural product

The pursuit of endogenous sleep-inducing substances has been the focus of an extensive, complicated body of research. Several compounds, including Δ-sleep-inducing peptide and prostaglandin D2, have been suggested to play a role in sleep induction, and yet, the molecular mechanisms of this physiological process remain largely unknown. In recent efforts, the cerebrospinal fluid of sleep-deprived cats was analyzed in search of compounds that accumulated during sleep deprivation. An agent with the chemical formula C18H35NO was found to cycle with sleep-wake patterns, increasing in concentration with sleep deprivation and decreasing in amount upon recovery sleep. Since the material was generated in minute quantities and only under the special conditions of sleep deprivation, efforts to isolate sufficient material for adequate characterization, structure identification, and subsequent detailed evaluation of its properties proved unrealistic. With the trace amounts of the impure endogenous compound available, extensive MS studies on the agent were completed, revealing key structural features of the molecule including two degrees of unsaturation, a long alkyl chain, and a nitrogen substituent capable of fragmenting as ammonia. Additionally, HPLC traces suggested a weak UV absorbance for the unknown material. With this data in hand and encouraged by the relatively small size of the molecule, MW = 281, a synthetic approach toward the structural identification of the natural compound was initiated. Herein, we report the full details of the synthesis and comparative characterization of candidate structures for this endogenous agent that led to the unambiguous structural correlation with synthetic cis-9-octadecenamide.