110659-38-6Relevant articles and documents
Synthesis of a fully protected (2S,3R)-N-(1′,1′-dimethyl-2′- propenyl)-3-hydroxytryptophan from tryptophan
Wen, Shi-Jun,Zhang, Hong-Wang,Yao, Zhu-Jun
, p. 5291 - 5294 (2002)
(2S,3R)-N-(1′,1′-Dimethyl-2′-propenyl)-3-hydroxytryptophan, a key amino acid of the anti-inflammatory cyclic peptide, cyclomarin C, has been synthesized stereoselectively, with full protection, from L-tryptophan for the first time.
From BACE1 Inhibitor to Multifunctionality of tryptoline and tryptamine triazole derivatives for alzheimer's disease
Jiaranaikulwanitch, Jutamas,Govitrapong, Piyarat,Fokin, Valery V.,Vajragupta, Opa
, p. 8312 - 8333 (2012)
Efforts to discover new drugs for Alzheimer's disease emphasizing multiple targets was conducted seeking to inhibit amyloid oligomer formation and to prevent radical formation. The tryptoline and tryptamine cores of BACE1 inhibitors previously identified by virtual screening were modified in silico for additional modes of action. These core structures were readily linked to different side chains using 1,2,3-triazole rings as bridges by copper catalyzed azide-alkyne cycloaddition reactions. Three compounds among the sixteen designed compounds exerted multifunctional activities including β-secretase inhibitory action, anti-amyloid aggregation, metal chelating and antioxidant effects at micromolar levels. The neuroprotective effects of the multifunctional compounds 6h, 12c and 12h on Aβ1-42 induced neuronal cell death at 1 ?M were significantly greater than those of the potent single target compound, BACE1 inhibitor IV and were comparable to curcumin. The observed synergistic effect resulting from the reduction of the Aβ1-42 neurotoxicity cascade substantiates the validity of our multifunctional strategy in drug discovery for Alzheimer's disease.
Preparation method of chiral alpha-methyl arylethylamine
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Paragraph 0053-0054, (2021/06/09)
The invention provides a preparation method of chiral alpha-methyl arylethylamine, and relates to the technical field of organic synthesis medicines. Boc-amino acid methyl ester is used as an initial raw material, Boc-amino alcohol is obtained through reduction, Boc-amino alcohol reacts with thionyl chloride and is oxidized through sodium periodate to obtain a sulfonamide compound, and then the sulfonamide compound is reduced through sodium borohydride promoted by lewis acid and a protecting group is removed under the acidic condition to obtain a target compound. According to the method, raw materials are cheap and easy to obtain, a single optical isomer product is obtained by using chiral raw materials, the problem of column chromatography resolution is solved, generation of a large amount of solid wastes and isomers is avoided, atom economy is improved, the product purity is high, the yield is high, and the production cost is effectively reduced. In addition, the mild reduction system is used for replacing the original high-pressure hydrogenation reaction, the process operation is relatively simple, and the method is more suitable for large-scale industrial production.
A catalytic N-deacylative alkylation approach to hexahydropyrrolo[2,3-b]indole alkaloids
Kumar, Nivesh,Maity, Arindam,Gavit, Vipin R.,Bisai, Alakesh
supporting information, p. 9083 - 9086 (2018/08/21)
A versatile unprecedented strategy to diversely functionalized hexahydropyrrolo[2,3-b]indole alkaloids is described in high chemical yields. The synthesis features a key Pd(0)-catalyzed deacylative alkylation of N-acyl 3-substituted indoles using only 1 mol% of Pd(PPh3)4. The scope of this methodology is further defined in the asymmetric synthesis of pyrroloindolines using a diastereoselective approach.
