106412-35-5

Upstream product

• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 675-20-7 piperidin-2-one 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 10361-39-4 benzyl pentanoate 
• 116437-36-6 benzyl [N-(5-oxononyl)amino]methanoate 
• 100-51-6 benzyl alcohol 
• 5454-21-7 heptanoic acid phenylmethyl ester 
• 116437-35-5 benzyl [N-(5-oxoundecyl)amino]methanoate 
• 400073-68-9 Methyl 1-(tert-butoxycarbonyl)-2-oxopiperidine-3-carboxylate 
• 210298-83-2 6-trifluoroomethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 66893-75-2 2-methoxypiperidine-1-carboxylic acid benzyl ester 
• 105495-25-8 1-tert-butoxycarbonyl-2-(benzenesulfonyl)methylpiperidine 
• 440677-21-4 7-{3-hydroxy-2-methyl-5-[4-methyl-5-(1-methyl-3-triisopropylsilanyloxy-propenyl)-tetrahydro-furan-2-yl]-pent-1-enyl}-8-methyl-1-oxo-9-(5-oxo-tetrahydro-furan-2-yl)-2-aza-spiro[5.5]undec-8-ene-2-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

HtrA1 Proteolysis of ApoE in Vitro Is Allele Selective

Apolipoprotein E (ApoE) belongs to a large class of proteins that solubilize lipids for physiological transport. Humans have three different APOE alleles, APOE e2, APOE e3, and APOE e4, and genetic studies identified ApoE4 as the strongest genetic risk factor for Alzheimer's disease (AD). People who are homozygous for ApoE4 (i.e., ApoE4/E4) are an order of magnitude more likely to develop late-onset AD (LOAD) than ApoE3/E3 carriers. Several differences between ApoE3 and ApoE4 may contribute to AD including the observation that ApoE4 is degraded to a greater extent than ApoE3 in the human brain. Experiments with high-temperature requirement serine peptidase A1 (HtrA1), which is found in the nervous system, demonstrate that HtrA1 is an allele-selective ApoE-degrading enzyme that degrades ApoE4 more quickly than ApoE3. This activity is specific to HtrA1, as similar assays with HtrA2 showed minimal ApoE4 proteolysis and trypsin had no preference between ApoE4 and ApoE3. HtrA1 has also been reported to cleave the tau protein (Tau) and the amyloid protein precursor (APP) to hinder the formation of toxic amyloid deposits associated with AD. Competition assays with ApoE4, ApoE3, and Tau revealed that ApoE4 inhibits Tau degradation. Thus, the identification of ApoE4 as an in vitro HtrA1 substrate suggests a potential biochemical mechanism that links ApoE4 regulation of AD proteins such as Tau.

PIPERIDINYL-METHYL-PURINEAMINES AS NSD2 INHIBITORS AND ANTI-CANCER AGENTS

The present invention provides a compound of Formula (I): (I) or an enantiomer, an enantiomeric mixture, or a pharmaceutically acceptable salt thereof; wherein the variables are as defined herein. The present invention further provides pharmaceutical compositions comprising such compounds; and methods of using such compounds for treating a disease or condition mediated by nuclear SET domain-containing protein 2 (NSD2).

2 - Trifluoromethyl - 1 - benzyloxycarbonyl - 1 - nitrogen heterocyclic alkane preparation method

The invention discloses a preparation method of 2-trifluoromethyl-1-carbobenzoxy-1-aza-cyclane, and mainly solves the problems that the step of the preparation of alpha-position trifluoromethyl aza-cyclane is long, the yield is low, and the like. The meth

Formal homo-nazarov and other cyclization reactions of activated cyclopropanes

The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization of vinyl-cyclopropyl ketones is a stepwise process, often requiring harsh conditions. Herein, we describe two different approaches for further polarization of the three-membered ring of vinyl-cyclopropyl ketones to allow the formal homo-Nazarov reaction under mild catalytic conditions. In the first approach, the introduction of an ester group α to the carbonyl on the cyclopropane gave a more than tenfold increase in reaction rate, allowing us to extend the scope of the reaction to non-electron-rich aryl donor substituents in the β position to the carbonyl on the cyclopropane. In this case, a proof of principle for asymmetric induction could be achieved using chiral Lewis acid catalysts. In the second approach, heteroatoms, especially nitrogen, were introduced β to the carbonyl on the cyclopropane. In this case, the reaction was especially successful when the vinyl group was replaced by an indole heterocycle. With a free indole, the formal homo-Nazarov cyclization on the C3 position of indole was observed using a copper catalyst. In contrast, a new cyclization reaction on the N1 position was observed with BrAnsted acid catalysts. Both reactions were applied to the synthesis of natural alkaloids. Preliminary investigations on the rationalization of the observed regioselectivity are also reported.

Catalytic selective cyclizations of aminocyclopropanes: Formal synthesis of aspidospermidine and total synthesis of goniomitine

(Figure Presented) Mild control: Selective cyclization of aminocyclopropanes at either the N1 or C3 position of an indole ring was achieved by tuning the reaction conditions (see scheme). This strategy was applied to the formal synthesis of aspidospermidi

One-pot formation of piperidine- and pyrrolidine-substituted pyridinium salts via addition of 5-alkylaminopenta-2,4-dienals to N-acyliminium ions: Application to the synthesis of (±)-nicotine and analogs

Addition of 5-alkylaminopenta-2,4-dienals onto N-acyliminium ions, generated in situ from α-hydroxycarbamates derived from pyrrolidine or piperidine, in the presence of zinc triflate, followed by dehydrative cyclization, allowed the formation of pyridinium salts substituted at their 3-position by a five- or six-membered nitrogen heterocycle. Subsequent N-dealkylation of the pyridinium moiety and deprotection of the secondary amine or reduction of the carbamate function led to (±)-nicotine and analogs.

Synthesis of 5-amino- and 4-hydroxy-2-phenylsulfonylmethylpiperidines

Suitable protected 5-amino- and 4-hydroxy-2-phenylsulfonylmethylpiperidines were synthesized from functionalized N-benzyloxycarbonylpiperidin-l-ones through the opening of lactam ring by methyl phenyl sulfone carbanion followed by reductive aminocyclization.

Asymmetric construction of the azaspiro[5.5]undec-8-ene system towards gymnodimine synthesis

In the course of the synthetic studies on gymnodimine, a potent shellfish toxin, the asymmetric construction of the azaspirocyclic part was achieved by the (-)-siam·Cu(SbF6)2 complex catalyzed intermolecular Diels-Alder reaction in high exo- and enantioselectivities.

Synthesis and antimalarial activity of dldeoxyfebrifugine

dl-Deoxyfebrifugine (3) was synthesized from 2-piperidone (4) by two methods via the Wittig reaction of 2-hydroxypiperidine (6). The antimalarial activity of 3 was discussed.

The Preference Profile in Ruthenium Tetroxide Oxidations

The preference profile of RuVIII-generated in a catalytic cycle, maintained by periodate in carbon tetrachloride : acetonitrile : water -has been examined from a practical vantage using tyrosine, phenylalanine and lysine as primary substrates. Other factors such as pH, acetonitrile versatility, transport of oxidized ruthenium species across the layers and hydrophobic alignment, influence the course of the reaction. Aryl oxidation, which takes place at the organic interface, is strongly influenced by ring perturbation (pOH-C6H4CH2CH,++; PhCH2CH,+, PhCH2O,+; PhCH2OCONH(Z),-; PhCH2OCO,-; pOH-C6H4CH2CO,+; PhCH2CO,-; PhCO,-). In the case of tyrosine, the preference profile switches from ring oxidation at pH 3 to α-amino group oxidation at pH 6 and 9, whilst with phenylalanine, the amino group is exclusively oxidized even at pH 3. With lysine, the reasonable differences in pKa between the α-amino group (8.95) and the ω-amino unit (10.53), elicit sharp preferences. At pH 3 as well as at 6, the α-amino group is selectively oxidized leading to glutaric acid mono-amide, a finding supported by studies with Nα and Nω protected lysines. Lysine and arginine side-chains are found largely unaffected by the reagent at pH 3 and 6. The findings have been rationalized on the basis of an integrated mechanism. The work has endeavoured to reconcile seemingly conflicting reports in the literature and to project the reagent for selective modifications in synthesis.