2181-44-4

Usage

Chemical Properties

White crystalline powder

Uses

Useful reagent for the methylenation of aldehydes and ketones to form epoxides.

InChI:InChI=1/C3H9S.CH4O4S/c1-4(2)3;1-5-6(2,3)4/h1-3H3;1H3,(H,2,3,4)/q+1;/p-1

Upstream product

• 75-18-3 dimethylsulfide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 89368-01-4 2-styryloxirane 
• 882-59-7 1,1-diphenyloxirane 
• 58689-13-7 2-Methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]oxirane 
• 316122-26-6 N-((E)-4-phenylbut-3-en-2-ylidene)aniline 
• 100009-38-9 N-Phenyl-2-(2-phenylvinyl)aziridine 
• 96-09-3 styrene oxide 
• 2085-88-3 2-methyl-2-phenyloxirane 
• 88374-07-6 2-Butyl-2-(2,4-dichlorophenyl)oxirane 
• 135385-24-9 1-(8-Oxiranyl-4-o-tolylamino-quinolin-3-yl)-butan-1-one 
• 55967-94-7 2-oxiranylpyridine 
• 34064-35-2 4-(oxiran-2-yl)pyridine 
• 60699-67-4 3-[(RS)-2-oxiranyl]pyridine 
• 13107-39-6 2-(4-methylphenyl)oxirane 
• 18511-62-1 4-fluorostyrene oxide 

Relevant academic research and scientific papers

Preparation method of medetomidine and intermediate thereof

The invention relates to a preparation method of 2-(2, 3-xylyl)-2-methyloxirane. The method is characterized in that the preparation process includes the following reaction shown as the specification, wherein Y is selected from Cl, Br, I, CH3SO4 or HSO4; alkali is selected from KOH, NaOH, LiOH, CsOH, K2CO3, Li2CO3, Cs2CO3, Na2CO3, EtONa, EtOK, (CH3)2CHONa, (CH3)2CHOK, (CH3)3CONa, (CH3)3COK, NH2Na or NH2K. The invention adopts the synthesis method using the 2-(2, 3-xylyl)-2-methyloxirane critical intermediate to prepare medetomidine.

PROCESS FOR THE PREPARATION OF SUBSTITUTED OXIRANES AND TRIAZOLES

The present invention relates to a process for the preparation of oxirane compounds of formula II from keto compounds III using dimethyl sulfide (CH3)2S and dimethylsulfate (CH3)2SO4,forming the reage

A broadly applicable and practical oligomeric (salen)Co catalyst for enantioselective epoxide ring-opening reactions

The (salen)Co catalyst (4a) can be prepared as a mixture of cyclic oligomers in a short, chromatography-free synthesis from inexpensive, commercially available precursors. This catalyst displays remarkable enhancements in reactivity and enantioselectivity relative to monomeric and other multimeric (salen)Co catalysts in a wide variety of enantioselective epoxide ring-opening reactions. The application of catalyst 4a is illustrated in the kinetic resolution of terminal epoxides by nucleophilic ring-opening with water, phenols, and primary alcohols; the desymmetrization of meso epoxides by addition of water and carbamates; and the desymmetrization of oxetanes by intramolecular ring opening with alcohols and phenols. The favorable solubility properties of complex 4a under the catalytic conditions facilitated mechanistic studies, allowing elucidation of the basis for the beneficial effect of oligomerization. Finally, a catalyst selection guide is provided to delineate the specific advantages of oligomeric catalyst 4a relative to (salen)Co monomer 1 for each reaction class.

PROCESS FOR THE PREPARATION OF SUBSTITUTED OXIRANES AND TRIAZOLES

The present invention relates to a process for the preparation of the compounds (II) from the respective oxo compounds. Furthermore, he invention relates to a process for the preparation of triazole compounds from oxiranes II.

Synthesis of some electron-rich aryl(hetaryl)oxiranes under phase-transfer and homogeneous conditions

Reactions of mono-, di-, and trimethoxybenzaldehydes with trimethylsulfonium methyl sulfate readily occur under mild homogeneous and heterogeneous phase-transfer conditions to give the corresponding aryloxiranes whose yields are comparable with those typi

Stereoselective ring opening reactions

The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic, chiral catalyst to produce a stereoisomerically- and/or regioisomerically-enriched product. The present invention also relates to hydrolytic kinetic resolutions of racemic and diastereomeric mixtures of epoxides.

Prophosphatrane deprotonation of solvents

A method is disclosed for deprotonating a compound comprising treating the compound with a base of the general formula: STR1 in the presence of a nitrile solvent; wherein R1, R2 and R3 are each individually H, (C1 -C15)alkyl, (C6 -C9)aryl, (C1 -C4)alkyl(C6 -C9)aryl, ((C1 -C4)alkyl)3 Si, or (C6 -C9)aryl(C1 -C4)alkyl.

Process for the preparation of oxiranes

A process for the preparation of oxiranes is disclosed in which a ketone of the formula STR1 wherein Y represents chlorine or phenyl, X represents oxygen or CH2 and Z represents hydrogen or halogen is reacted with trimethylsulphonium methyl sulphate formed by treating dimethyl sulphide with dimethyl sulphate. The process is carried out in the presence of potassium hydroxide or sodium hydroxide powder in an inert organic diluent at 0° to 60° C. The products are useful as intermediates for the formation of plant growth regulants and fungicides.

TRIMETHYLSULFONIUM METHYLSULFATE, A SIMPLE AND EFFICIENT EPOXIDIZING AGENT.

Sulfonium salts 1 and 3 are highly reactive epoxidizing agents under phase transfer catalytic conditions.