- Application of piperazine structure containing compound to preparation of LSD1 (Lysine Specific Demethylase 1) inhibitor
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The invention discloses application of a piperazine structure containing compound to the preparation of a histone lysine specific demethylase (LSD1) inhibitor. The structural general formula of the compound is as shown in the following descriptions (wherein, A is hydrogen, carbonyl or thiocarbonyl) or a configurational isomer and a pharmaceutical salt thereof, or is as shown in the following descriptions or a pharmaceutical salt thereof. The compound has an obvious inhibition effect on the LSD1, can be prepared into the LSD1 inhibitor, and is used for preventing and treating a disease related to the activity of the histone LSD1.
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Paragraph 0017
(2017/09/29)
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- One-Carbon Homologation of Primary Alcohols and the Reductive Homologation of Aldehydes Involving a Jocic-Type Reaction
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(Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope. The method is step-economical, and it nicely complements established one-carbon homologation strategies. (Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope.
- Li, Zhexi,Gupta, Manoj K.,Snowden, Timothy S.
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p. 7009 - 7019
(2015/11/16)
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- Synthesis of 1- and 4-substituted piperazin-2-ones via Jocic-type reactions with N-substituted diamines
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Enantiomerically-enriched trichloromethyl-containing alcohols, obtained by asymmetric reduction, can be transformed regioselectively into 1-substituted piperazinones by modified Jocic reactions with little or no loss of stereochemical integrity. This meth
- Perryman, Michael S.,Earl, Matthew W. M.,Greatorex, Sam,Clarkson, Guy J.,Fox, David J.
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supporting information
p. 2360 - 2365
(2015/03/04)
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- One-pot synthesis of trichloromethyl carbinols from primary alcohols
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Versatile trichloromethyl carbinols can be prepared in one pot from primary alcohols by treatment with Dess-Martin periodinane (DMP) in CHCl3 followed by introduction of commercially available 1,5,7-triazabicyclo[4.4.0] dec-5-ene (TBD). A modification of the method was used to convert chiral primary alcohol (R)-(-)-2,2-dimethyl-1,3-dioxolane-4-methanol to the corresponding trichloromethyl carbinol with complete stereochemical fidelity, despite the reactant proceeding through a base-sensitive aldehyde intermediate.
- Gupta, Manoj K.,Li, Zhexi,Snowden, Timothy S.
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experimental part
p. 4854 - 4860
(2012/07/30)
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- One-pot in situ formation and reaction of trimethyl(trichloromethyl)silane: Application to the synthesis of 2,2,2-trichloromethylcarbinols
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2,2,2-Trichloromethylcarbinols are 1 are valuable synthetic intermediates with a multitude of uses. A scalable procedure for the synthesis of TMS-protected-2,2,2-trichloromethylcarbinols and 2,2,2-trichloromethylcarbinols 1 was developed that employs the in situ generation and reaction of trimethyl(trichloromethyl)silane (CCl3-TMS). The procedure avoids the exposure of the carbonyl compounds to the strongly basic conditions typically used for this transformation and also avoids isolation of the difficult-to-handle CCl3-TMS. This procedure was applied to diastereoselective trichloromethyl additions to 2-substituted 4-piperidinones and to reactions with a variety of structurally diverse aldehydes and ketones.
- Henegar, Kevin E.,Lira, Ricardo
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experimental part
p. 2999 - 3004
(2012/05/04)
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- Copper(I)-promoted synthesis of chloromethyl ketones from trichloromethyl carbinols
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(Chemical Equation Presented) Reaction of several trichloromethyl carbinols with 2 equiv of CuCl/bpy in refluxing DCE for 3 h afforded chloromethyl ketones in excellent yield by 1,2-H shift in the copper-chlorocarbenoid intermediate.
- Ram, Ram N.,Manoj
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p. 5633 - 5635
(2008/12/21)
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- Trichloromethyl ketones as synthetically versatile donors: Application in direct catalytic mannich-type reactions and the stereoselective synthesis of azetidines
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Chemical transformers! Catalytic nucleophilic activation of trichloromethyl ketones allows applications in intermolecular carbon-carbon bond-forming reactions. Mannich adducts such as azetidines can be obtained from the primary products in high yield and syn selectivity. PG = protecting group. (Chemical Equation Presented)
- Morimoto, Hiroyuki,Wiedemann, Sean H.,Yamaguchi, Akitake,Harada, Shinji,Chen, Zhihua,Matsunaga, Shigeki,Shibasaki, Masakatsu
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p. 3146 - 3150
(2007/10/03)
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- A versatile synthesis of 2-haloalk-2(Z)-en-1-ols and 1-chloro-1(Z)-alkenes from trichloromethylcarbinols
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CrCl2 converts trichloromethylcarbinols under mild conditions to (E)-α-haloalkylidene chromium carbenoids which add to aldehydes or are quenched with water affording 2-haloalk-2(Z)-en-1-ols and 1-chloro-1(Z)-alkenes, respectively, in high yield.
- Baati, Rachid,Barma,Falck,Mioskowski, Charles
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p. 2183 - 2185
(2007/10/03)
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- A new and practical synthesis of vinyl dichlorides via a non-Wittig-type approach
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A practical approach for the conversion of aldehydes to vinyl dichlorides has been developed. These are three-step, one-pot reactions involving the formation of trichlorocarbinol by treatment of aldehydes with trichloroacetic acid and sodium trichloroacetate followed by in situ protection and elimination reactions to form the desired vinyl dichlorides in 85 to 95% yields. (C) 2000 Dupont Pharmaceuticals Company.
- Wang, Zhe,Campagna, Silvio,Xu, Guoyou,Pierce, Michael E.,Fortunak, Joseph M.,Confalone, Pat N.
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p. 4007 - 4009
(2007/10/03)
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- Two effective procedures for the synthesis of trichloromethyl ketones, useful precursors of chiral α-amino and α-hydroxy acids
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Trichloroacetic acid can be converted to trichloromethyl ketones in good yield by two practical new procedures, one involving the catalyzed reaction of trichloroacetic acid with aldehydes at 23°C followed by oxidation and the other utilizing the coupling
- Corey,Link,Shao
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p. 3435 - 3438
(2007/10/02)
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- Cationic Complexes of Transition Metals as a New Type of Phase-transfer Catalyst
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Cationic complexes of the type (+)Cl(-) (M = Rh, Ir, Fe; L = 2,2'-bipyridyl or 1,10-phenanthroline) were found to act as phase-transfer catalysts that can be used as bifunctional catalysts in consecutive reactions of metal-complex and phase-transfer catalysis.
- Goldberg, Yuri Sh.,Iovel, Irina G.,Shymanska, Mariya V.
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p. 286 - 287
(2007/10/02)
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- Chain Reactions Induced by Cathodic Reduction
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Cathodic reduction of a system comprising carbon tetrachloride, chloroform, and an aldehyde led to an effective anionic chain reaction.The best current efficiency observed was about 1*104 percent .Such a chain reaction is an effective synthetic method for 1,1,1-trichloro-2-alkanols.The reaction system consisting of methyl trichloroacetate, methyl dichloroacetate, and an aldehyde and several other systems also exhibited a similar pattern of chain reaction.
- Shono, Tatsuya,Kise, Naoki,Masuda, Mitsuharu,Suzumoto, Takeshi
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p. 2527 - 2533
(2007/10/02)
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- NOVEL SELECTIVE SYNTHESIS OF α-CHLOROMETHYL, α,α-DICHLOROMETHYL, AND α,α,α-TRICHLOROMETHYL KETONES FROM ALDEHYDE UTILIZING ELECTROREDUCTION AS KEY REACTIONS
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A variety of α-chloromethyl, α,α-dichloromethyl, and α,α,α-trichloromethyl ketones were synthesized from aldehyde utilizing cathodic reduction as key reactions.
- Shono, Tatsuya,Kise, Naoki,Yamazaki, Akira,Ohmizu, Hiroshi
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p. 1609 - 1612
(2007/10/02)
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