4582-61-0

Basic information

• Product Name: 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate
• Synonyms: 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate;6-methylhept-5-en-2-yl 4-methylbenzenesulfonate
• CAS NO: 4582-61-0
• Molecular Formula: C₁₅H₂₂O₃S
• Molecular Weight: 282.39838
• Mol File: 4582-61-0.mol

Chemical Properties

• Appearance: /
• Solubility: Chloroform
• CAS DataBase Reference: 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate(4582-61-0)
• EPA Substance Registry System: 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate(4582-61-0)

Safety Data

• Hazardous Substances Data: 4582-61-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate is used as a protected intermediate for the synthesis of Isometheptene (I821325), a sympathomimetic amine that exhibits some antihypertensive activity. 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate plays a crucial role in the development of medications aimed at treating hypertension and other related cardiovascular conditions.
As a protected intermediate, 1,5-DiMethyl-4-hexenyl 4-Methylbenzenesulfonate is essential in the chemical synthesis process, allowing for the formation of the desired active pharmaceutical ingredient (API) with greater efficiency and selectivity. Its use in the pharmaceutical industry highlights its importance in the development of new drugs and therapies for various medical conditions.

Upstream product

• 4630-06-2 6-methylhept-5-en-2-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 110-93-0 6-Methyl-hept-5-en-2-on 

Downstream Products

• 87655-19-4 1-Benzenesulfonyl-4-[2-(1,5-dimethyl-hex-4-enyloxy)-ethoxy]-benzene 
• 344903-14-6 8-Benzenesulfonyl-8-(1,5-dimethyl-hex-4-enyl)-1,4-dioxa-spiro[4.5]dec-6-ene 
• 1723-81-5 cis-4-(6-methyl-5-hepten-2-yl)-1-methyl-2-cyclohexen-1-ol 
• 1723-81-5 zingiberenol 
• 1723-81-5 (1S,4R)-4-(1,5-Dimethyl-hex-4-enyl)-1-methyl-cyclohex-2-enol 
• 100572-83-6 4-(1,5-dimethyl-4-hexenyl)-3-cyclohexen-1-one 
• 1723-81-5 (1R,4R)-1-methyl-4-(6-methylhept-5-en-2-yl)cyclohex-2-enol 
• 1723-80-4 4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one 

Relevant articles and documents

SUBSTITUTED 4H-IMIDAZO [4, 5, 1-IJ] [1, 6] NAPHTHYRIDINE-9-AMINES AND THEIR PHARMACEUTICAL USE

Substituted 4H-imidazo[4,5, 1-ij][1,6]naphthyridine-9-amines of the Formula I : pharmaceutical compositions containing the compounds, intermediates, methods of making the compounds, and methods of use of these compounds as immunomodulators, for inducing cytokine biosynthesis in animals and in the treatment of diseases including viral and neoplastic diseases, are disclosed.

Ring closure reactions of substituted 4-pentenyl-1-oxy radicals. The stereoselective synthesis of functionalized disubstituted tetrahydrofurans

N-(Alkyloxy)pyridine-2(1H)-thiones 3 and benzenesulfenic acid O-esters 5 have been synthesized from substituted 4-pentenols 1 or the derived tosylates. Compounds 3 and 5 are efficient sources of free alkoxy radicals 6 which undergo synthetically useful fast ring closure reactions 6 → 8 [k(exo) = (2 ± 1) x 108 s-1 to (6 ± 2) x 109 s-1 (T = 30 ± 0.2°C)]. Tetrahydrofurfuryl radicals 8 can be trapped with, e.g., hydrogen or chlorine atom donors to afford either trans- or cis-disubstituted tetrahydrofurans 10 or 12 depending on the substitution pattern of the 4-pentenyloxy radical. Substituted tetrahydropyrans 11 or 13 are formed in the minor 6-endo-trig cyclization. According to the data of competition kinetics, the observed stereoselectivities in free alkoxy radical cyclizations arise from steric interactions between the substituents in the transition state of the ring closure reactions. Alkyl substituents cause small differences in the measured relative rate constants of 5-exo cyclizations which are reminiscent of the data obtained from the rearrangements of alkyl-substituted 5-hexenyl radicals. Likewise, a stereochemical model for oxygen radical cyclization is proposed where the pentenyloxy chain adopts a six-membered, chairlike transition state with the alkyl substituents preferentially situated in the pseudoequatorial positions leading to 2,5-trans-, 2,4-cis-, and 2,3-trans-substituted tetrahydrofurfuryl radicals 8 as the major intermediates.

Sonochemistry of Epoxyalkylhalides in the Presence of a Zinc-Copper Couple

Under sonication in aqueous ethanol, a zinc-copper induces the conjugated addition of epoxyalkyl groups to electron deficient alkenes in synthetically useful yields, provided that the two reducible functionalities are sufficiently far apart; 3,4-epoxyalky