2004-67-3

Usage

Uses

Used in Pharmaceutical Industry:
4-METHYL-4-PENTEN-2-OL is used as an intermediate in the synthesis of 4-Chloro-2-methyl-1-pentene, which is a derivative of 3-Chloro-2-methyl-1-propene (C368130). This derivative has been utilized in the synthesis of 2-S-substituted pyrimidines, which serve as antimetabolites of nucleic acid precursors. These antimetabolites are crucial in cancer therapy, as they can inhibit the synthesis of nucleic acids and disrupt the growth and proliferation of cancer cells.

InChI:InChI=1/C6H12O/c1-5(2)4-6(3)7/h6-7H,1,4H2,2-3H3

Upstream product

• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 13291-18-4 isopropenylmagnesium bromide 
• 75-56-9 methyloxirane 
• 763-32-6 2-methyl-1-buten-4-ol 
• 917-54-4 methyllithium 
• 107-41-5 2-methyl-2,4-pentanediol 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 763-30-4 2-methyl-1,4-pentadiene 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 84809-63-2 Cl-Mo(O)=CH₂ 
• 5674-01-1 2-methylallylmagnesium chloride 
• 75-07-0 acetaldehyde 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 101088-80-6 2,4-Dimethyl-6-trans-styryl-3,6-dihydro-2H-pyran 
• 4161-60-8 4-hydroxypentan-2-one 
• 1118-58-7 1,3-Dimethyl-1,3-butadien 
• 67845-37-8 acetic acid-(1,3-dimethyl-but-3-enyl ester) 
• 68039-40-7 2,4-Dimethyl-6-phenyl-3,6-dihydro-2H-pyran 
• 84145-51-7 2,4-Dimethyl-6-phenyl-tetrahydro-pyran-4-ol 
• 100972-04-1 6-(4-Methoxy-phenyl)-2,4-dimethyl-3,6-dihydro-2H-pyran 
• 30310-41-9 (2RS,6RS)-2-methyl-4-methylene-6-phenyl-tetrahydropyran 
• 84145-51-7 (2RS,4SR,6RS)-2,4-dimethyl-6-phenyl-tetrahydropyran-4-ol 
• 84145-51-7 (2RS,4RS,6RS)-2,4-dimethyl-6-phenyl-tetrahydropyran-4-ol 
• 75-07-0 acetaldehyde 
• 115-11-7 isobutene 
• 13905-14-1 (methyl-1 cyclopropyl)-1 propanone-2 
• 30310-41-9 2-methyl-4-methylene-6-phenyltetrahydro-2H-pyran 

Relevant academic research and scientific papers

Synthesis of antimalarial trioxanes via continuous photo-oxidation with 1O2 in supercritical CO2

The oxidation of an allylic alcohol to its hydroperoxides represents a key step in the synthesis of a series of spirobicyclic, antimalarial trioxanes. Herein, we investigate the continuous photo-oxidation of an allylic alcohol with 1O2 in scCO2, as a 'green' alternative to conventional methods, and examine the remaining two steps in the synthesis of antimalarial trioxanes from readily available starting materials.

Method of preparing 2-methyl-1, 3-pentadiene

The invention discloses a method of preparing 2-methyl-1, 3-pentadiene, which comprises the following steps: by using isobutene and acetaldehyde as raw materials, carrying out a Prins reaction to prepare 4-methyl-3-ene-2-pentanol and 4-methyl-4-ene-2-pentanol, and carrying out a dehydration reaction to prepare 2-methyl-1, 3-pentadiene. The whole reaction process is mild in condition, low in cost,low in energy consumption and less in three wastes, and the total yield of the 2-methyl-1, 3-pentadiene after the two-step reaction is higher than the yield of the 2-methyl-1, 3-pentadiene prepared byadopting 2-methyl-2, 4-pentanediol dehydration in a traditional process.

A process for preparing 2 - methyl - 1, 3 - pentadiene method (by machine translation)

A process for preparing 2 - methyl - 1, 3 - pentadiene method, relates to 2 - methyl - 1, 3 - pentadiene. The 2 - methyl - 2, 4 pentanediol remove one molecule of water, to obtain the 4 - methyl - 4 - pentene - 2 - ol; the 4 - methyl - 4 - pentene - 2 - ol to remove a water molecule, to obtain 2 - methyl - 1, 3 - pentadiene. The 2 - methyl - 1, 3 - pentadiene yield, 2 - methyl - 1, 3 - pentadiene and 4 - methyl - 1, 3 pentadiene ratio can be increased to 9:1, 2 - methyl - 1, 3 - pentadiene and production yield is greater than 80%. The use of weakly acidic catalyst, to reduce the loss of the device. Selecting mild catalyst, to reduce the loss of the device, improves the reaction environment-friendly. The method of dewatering step by step, the reaction greatly reduces the 4 - methyl - 1, 3 pentadiene generation, improves the 2 - methyl - 1, 3 pentadiene yield. (by machine translation)

PROCESS FOR PREPARING PLATINUM ORGANOSILOXANE COMPLEXES USING AN ENONE ADDITIVE

A platinum organosiloxane complex is prepared by a process including combining A) a platinous halide; B) a ketone; C) an enone additive distinct from any other starting materials or rearrangement products thereof; and D) a polyorganosiloxane having, per molecule, 2 to 4 silicon bonded terminally unsaturated hydrocarbon groups having from 2 to 6 carbon. The platinum organosiloxane complex prepared by the process is useful as a hydrosilylation catalyst.

Highly diastereoselective hydrostannylation of allyl and homoallyl alcohols with dibutyl(trifluoromethanesulfoxy)stannane

Dibutyl(trifluoromethanesulfoxy)stannane (Bu2Sn(OTf)H, 1a) was found to be very valuable for highly diastereoselective homolytic hydrostannylation of allyl and homoallyl alcohols. α,β-Disubstituted allyl alcohols and α,γ-disubstituted homoallyl alcohols were converted into γ- and δ-stannylated alcohols with high 1,2-syn and 1,3-syn diastereoselectivity, respectively. The origin of the stereochemical outcomes can be rationalized by conformational fixation of the intermediary β-stannylalkyl radical by coordination of the hydroxy group to the Lewis acidic tin center. Copyright

Gas-phase pyrolysis of several aliphatic 1,3-diols. The kinetic and mechanism of 2,4-dimethyl-2,4-pentanediol

Satisfactory kinetic determinations of several aliphatic 1,3-diols were difficult to obtain. Moreover the product distributions from each of these substrates suggest complex parallel mechanisms. However, the elimination kinetic of 2,4-dimethyl-2,4-pentanediol has been measured over the temperature range of 419.7-459.9 °C and pressure range of 47-115 torr. The reaction carried out by employing a static system, in seasoned vessel, and in the presence of the free-radical inhibitor propene, proved to be homogeneous, unimolecular, and follows a first-order rate law. The products are acetone, isobutene, and H2O. The rate coefficient is expressed by the following Arrhenius equation: log k1(s-1) = (12.53±0.58)-(217.3±8.0) kJ mol-1 (2.303 RT)-1. The pyrolytic elimination of this substrate is believed to proceed through a concerted six-membered cyclic transition-state type of mechanism.

A MEERWEIN-PONNDORF-VERLEY TYPE REDUCTION OF α,β UNSATURATED KETONES TO ALLYLIC ALCOHOLS CATALYZED BY MgO

Allylic alcohols are obtained with an unprecedented simple method by chemoselective hydrogen transfer reduction of α,β unsaturated ketones catalyzed by MgO.

CYCLODESHYDRATION DE DIOLS EN PRESENCE D'HMPT1

1,4 and 1,5-diols heated with 0.3 equivalent of HMPA undergo cyclodehydration leading to tetrahydrofurans and tetrahydropyrans.

TITANIUM-MEDIATED AND NEIGHBORING-GROUP ASSISTED δ-METHYLATION OF HOMOALLYL ALCOHOLS : A NEW REGIO- AND STEREOSELECTIVE CC-LINKING REACTION

Upon treatment with dimethyltitanium dichloride or trimethylaluminium in the presence of titanium tetrachloride, a hydrogen atom at the olefinic 4-position is replaced by a methyl group.Terminal homoallyl alcohols afford (E)-isomers.If the double bond is an internal one, the carbon chain (at the other side of the hydroxy group) leaves its original position to the enterning methyl group and switches to the other one at the same carbon atom.