19753-67-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Butanone, 3-methyl-1-(triphenylphosphoranylidene)is used as a reactant in the synthesis of antibiotics and antimicrobials for its ability to contribute to the formation of complex molecular structures that possess antimicrobial properties. This makes it a valuable component in the development of new drugs to combat bacterial infections and other related diseases.

Upstream product

• 32085-47-5 (3-Methyl-2-oxo-butyl)-triphenyl-phosphonium; bromide 
• 19753-62-9 (3-Methyl-2-oxobutyl)triphenylphosphonium-chlorid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 79-30-1 isobutyryl chloride 
• 19493-09-5 Methylenetriphenylphosphorane 
• 4122-53-6 1-(1H-imidazol-1-yl)-2-methylpropan-1-one 
• 603-35-0 triphenylphosphine 
• 19967-55-6 1-bromo-3-methyl-2-butanone 
• 76002-26-1 2-Chlor-2-isopropyloxiran 

Downstream Products

• 75935-17-0 5-Isopropyl-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazol 
• 598-23-2 3-methyl-but-1-yne 
• 434940-08-6 3-oxo-24R-hydroxy-5α-cholestan-7β-yl benzoate 
• 434940-05-3 3,3-(ethylenedioxy)-24-oxo-5α-cholest-22-en-7β-yl benzoate 
• 434940-07-5 3,3-(ethylenedioxy)-24R-hydroxy-5α-cholestan-7β-yl benzoate 
• 434940-06-4 3,3-(ethylenedioxy)-24R-hydroxy-5α-cholest-22-en-7β-yl benzoate 
• 434940-09-7 3-oxo-5α-cholestan-7β-24R-diyl 7-benzoate 24-sulfate 
• 481-14-1 (20S,24(28)E)-Stigmasta-5,24(28)-dien-3β-ol 
• 481-25-4 cholest-4α-methyl-7-en-3β-ol 
• 11040-28-1 [24(24¹)Z]-4α-methylstigmasta-7,24(24¹)-dien-3β-ol 
• 1176-52-9 (3β,4α,5α)-4-methylergosta-7,24(28)-dien-3-ol 
• 14313-35-0 5-isopropyl-2,3-diphenyl-furan 

Relevant academic research and scientific papers

HISTONE ACETYLTRANSFERASE (HAT) INHIBITOR AND USE THEREOF

The present invention relates to a histone acetyltransferase (HAT) inhibitor. Provided are a compound represented by general formula I, a pharmaceutically acceptable salt, a stereoisomer, an enantiomer, a diastereomer, an atropisomer, a racemate, a polymorph, a solvate or an isotope-labeled compound (including deuterium substitution) thereof, a preparation method therefor, a pharmaceutical composition comprising the same, and use thereof in the treatment of various HAT-related diseases or conditions.

Enantioselective Organocatalytic Cascade Approach to Different Classes of Benzofused Acetals

A novel enantioselective organocatalytic strategy is presented for the synthesis of tetrahydrofurobenzofuran and methanobenzodioxepine natural product core structures. The strategy is based on a pair of divergent reaction pathways in which hydroxyarenes react with γ-keto-α,β-unsaturated aldehydes, catalyzed by a chiral secondary amine. One reaction pathway, which leads to chiral 5,5-fused acetals with two stereocenters—the tetrahydrofurobenzofuran scaffolds—proceeds in moderate yields and up to 96 % ee. The other reaction pathway provides 5,6-bridged methanobenzodioxepine scaffolds with three stereocenters in moderate to good yields and up to 95 % ee. The reaction is remarkable as it can proceed with catalyst loadings as low as 0.25 mol %, providing one of the highest known turnover numbers in iminium ion catalysis. Furthermore, the hemiacetal tetrahydrofurobenzofuran can undergo functionalizations including reduction, oxidation, and allylation. Finally, the effects involved in the substrate control for the divergent pathways, based on both experimental and computational studies, have been investigated. A model involving steric, electronic and stereoelectronic interactions is discussed to rationalize the observed selectivities.

Synthesis of Polysubstituted Pyridines via a One-Pot Metal-Free Strategy

An efficient strategy for the one-pot synthesis of polysubstituted pyridines via a cascade reaction from aldehydes, phosphorus ylides, and propargyl azide is reported. The reaction sequence involves a Wittig reaction, a Staudinger reaction, an aza-Wittig reaction, a 6π-3-azatriene electrocyclization, and a 1,3-H shift. This protocol provides quick access to the polysubstituted pyridines from readily available substrates in good to excellent yields.

Method for preparing analogue of vitamin D

A method for preparing analogues of C1,C24-dihydroxy-vitamin D is disclosed. Especially the method for preparing calcipotriol and tacalcitol from a starting material of Vitamin D2 is disclosed here. Calcipotriol (compound 1(a)) and tacalcitol (compound 1(b)) can be synthesized by the method of the present invention. Moreover, only nine steps are needed for the synthesis of calcipotriol using the method. Likewise, only ten steps are needed for the synthesis of tacalcitol by the present method. Hence, the present method, with less process steps and higher yields, represents an improvement over the conventional methods.

The synthesis of spermine analogs of the shark aminosterol squalamine

Aminosterols isolated from the dogfish shark Squalus acanthias are promising therapeutic agents in the treatment of infection and cancer. One of these, MSI-1436, has been shown to possess antimicrobial activity slightly better than squalamine. In this stu

Synthesis of analogues of oligonucleotides; synthesis of unprotected C-linked di- and tri-nucleotides

The Wittig reaction between the N-benzyloxymethylthymidine-derived ylide 25 and the aldehyde 16 followed by hydrogenolysis gives access to the unprotected C-linked dinucleotide 20 on a multi-gram scale. Oxidation of the dinucleotide gives the aldehyde 27 which is condensed with the ylide 25 to give the unprotected bis-C-linked trinucleotide 29 after hydrogenolysis. The mono-C-linked trinucleotide 44 is prepared by oxidation of the dinucleotide ester 34 to the aldehyde 36 which is condensed with the ylide 25 followed by hydrogenolysis to give the mono-C-linked trinucleotide ester 38. This intermediate is also prepared from the C-linked dinucleotide 20 by conversion into the phosphoramidite 41 which is coupled with 3-acetylthymidine 15 to give the mono-C-linked trinucleotide phosphite 42. Oxidation and deprotection give the phosphate triester 38. Treatment of 38 with methanolic ammonia gives the fully unprotected mono-C-linked trinucleotide 44.

Flash Vacuum Pyrolysis of Stabilised Phosphorus Ylides. Part 1. Preparation of Aliphatic and Therminal Alkynes

Thermal extrusion of Ph3PO from β-oxoalkylidenetriphenylphosphoranes 4 to give the alkynes 5, which under conventional pyrolysis conditions is restricted to cases in which R1 is an electron withdrawing group, has been successfully achieved for R1=H or alkyl by using FVP.The method allows convenient construction of multigram quantities of the alkynes 5 from alkyl halides 1 and allows convenient construction of multigram quantities of the alkynes 5 from alkyl halides 1 and acid chlorides 3 in three steps with good overall yields.Under the conditions used the ylides with R2 = cyclobutyl also undergo less of ethene to provide convenient access to the vinylalkynes 6.

A New General Synthesis of Aliphatic and Terminal Alkynes: Flash Vacuum Pyrolysis of β-Oxoalkylidenetriphenylphosphoranes

By using flash vacuum conditions the thermal elimination of Ph3PO from β-oxoalkylidenetriphenylphosphoranes, previously confined to cases with an α-electron withdrawing group, has been extended to provide a general, high yielding synthesis of aliphatic and terminal alkynes.

Reaction of 2-Chlorooxiranes with Phosphites and Phosphanes: A New Route to β-Carbonylphosphonic Esters and -phosphonium Salts

Reaction of alkylsubstituted 2-chlorooxiranes 6 with trialkyl phosphites 11 gives β-carbonylphosphonic diesters (12a, b, 15a, b, 20a, 21a), free of isomeric enol phosphates or α,β-epoxyphosphonates. 2-Chloro-2-(chloromethyl)oxirane (6c) undergoes with 11 an Arbusov reaction followed by a Perkow reaction ( -> 18 -> 17).The limitation of the method is probed with sterically crowded substituents in 3-position of 6. 6b yields with triphenylphosphane a β-ketophosphonium salt (23), which can be converted to a keto-ylide (24).