39647-93-3

Usage

Uses

Used in Pharmaceutical Industry:
(S)-trans-3-Hydroxy-1-iodo-1-octene is used as a synthetic intermediate for the development of various pharmaceuticals. Its unique structural features allow it to serve as a key component in the creation of novel drugs, contributing to the advancement of medical treatments and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-trans-3-Hydroxy-1-iodo-1-octene is employed as a synthetic intermediate for the production of different agrochemicals. Its incorporation aids in the synthesis of innovative compounds that can enhance agricultural productivity and contribute to more effective pest control solutions.
Used in Organic Synthesis:
(S)-trans-3-Hydroxy-1-iodo-1-octene is used as a valuable building block in organic synthesis. Its distinct structural elements make it an attractive candidate for the development of new organic compounds, potentially leading to breakthroughs in various chemical applications.
Used in Material Science:
(S)-trans-3-Hydroxy-1-iodo-1-octene is also utilized in material science research, where its unique properties are investigated for potential applications in the development of new materials with enhanced characteristics. This can include improvements in areas such as conductivity, strength, or responsiveness to environmental stimuli.

Upstream product

• 39178-65-9 (E)-1-iodooct-1-en-3-ol 
• 39178-64-8 (E)-1-iodo-1-octen-3-one 
• 32556-71-1 1-octyn-3-ol 
• 818-72-4 1-Octyn-3-ol 
• 51064-01-8 dl-(E)-3-(tert-butyldimethylsiloxy)-1-iodo-1-octene 
• 14402-93-8 dipentylzinc 
• 81925-30-6 (E)-3-(tri-n-butylstannyl)-2-propenal 
• 113350-22-4 (S)-(E)-1-(Tributylstannyl)-1-octen-3-ol 
• 39198-04-4 (E)-1-chloro-oct-1-en-3-one 
• 113428-15-2 (R)-1-((2R,3R)-3-(trimethylsilyl)oxiran-2-yl)hexan-1-ol 
• 126639-95-0 CH₃(CH₂)4CH(OH)CHCHSn(CH₂CH₂CH₂CH₃)3 
• 109526-63-8 (R)-(E)-(-)-1-(Trimethylsilyl)-1-octen-3-ol 
• 113428-11-8 (S)-1-((2S,3S)-3-(trimethylsilyl)oxiran-2-yl)hexan-1-ol 
• 109423-06-5 (E)-1-(trimethylsilyl)oct-1-en-3-ol 

Downstream Products

• 116414-85-8 (3,5-Dinitro-phenyl)-carbamic acid (S)-1-((E)-2-iodo-vinyl)-hexyl ester 
• 104995-81-5 E-(S)-(+)-1-phenyloct-1-en-3-ol 
• 745-65-3 ALPROSTADIL 
• 3434-33-1 prostaglandin E₁ methyl ester 
• 110222-66-7 (2S,3R)-3-pentyloxirane-2-carbaldehyde 
• 109421-03-6 C₂₂H₂₄O₅ 
• 21269-27-2 7-[(S)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-5-oxo-cyclopentyl]-heptanoic acid 
• 37786-00-8 Doproston B 
• 22469-24-5 7-[(2S,3S)-3-Hydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-5-oxo-cyclopentyl]-heptanoic acid ethyl ester 
• 35900-16-4 ethyl 7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoate 
• 50683-78-8 12-HHT 
• 15514-88-2 (S,8E,10E)-12-hydroxyheptadeca-8,10-dienoic acid 
• 89663-86-5 lipoxin A₄ 

Relevant academic research and scientific papers

An efficient stereocontrolled synthesis of methyl (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoate (methyl coriolate)

An efficient synthesis of methyl (13S)-coriolate (S)-1b is accomplished by the palladium-catalyzed coupling of (1E,3S)-1-iodooct-1-en-3-ol [(S)-3] with methyl dec-9-ynoate (4) followed by selective reduction of the enyne (S)-2.

Asymmetric synthesis of 12-hydroxyheptadecatrienoic acid and its 5,6-dihydro- and 14,15-dehydro-derivatives

Natural 12-hydroxyheptadecatrienoic acid (12-HHT) with an S configuration was synthesised by a Suzuki-Miyaura coupling of C10-C17 iodo alcohol with C1-C9 vinylborane. The iodo alcohol was synthesised by utilising Sharpless asymmetric epoxidation of the corresponding trimethylsilyl alcohol. The method yielded more than 100 mg of 12-HHT. Similarly, syntheses of 5,6-dihydro- and 14,15-dehydro derivatives of 12-HHT, known as HHD and HHTE, respectively, were completed in a stereoselective manner.

Fully stereocontrolled syntheses of 3-oxacarbacyclin and carbacyclin by the conjugate addition-azoalkene-asymmetric olefination strategy

A fully stereocontrolled synthesis of 3-oxacarbacyclin (3) and a formal synthesis of carbacyclin (2) are described. The syntheses are based on the conjugate addition-azoalkene-asymmetric olefination strategy. Its key features are (1) the stereoselective e

An efficient asymmetric synthesis of prostaglandin E1

An asymmetric total synthesis of Prostaglandin E1 (5) has been achieved in a two-component coupling process. The chiral hydroxycyclopentenone 6 was readily available from furan with 96% ee. The key reaction step was a kinetic enzymatic resolution followed by an in situ inversion. A catalytic asymmetric reduction of the γ-iodo vinyl ketone 19 with the Corey CBS catalyst gave the ω-side chain 7 with >96% ee. Conjugate addition using the reaction with dilithiocyanocuprate followed by mild cleavage of the silyl protective groups and enzymatic hydrolysis of the methyl ester 22 gave (-)-PGE1 5 in high yield.

Catalytic Asymmetric Addition of Polyfunctional Dialkylzincs to β-Stannylated and β-Silylated Unsaturated Aldehydes

The addition of functionalized dialkylzincs to readily available β-stannylated or β-silylated unsaturated aldehydes in the presence of a catalytic amount of (1R,2R)-1,2-bis(trifluorosulfonamido)cyclohexane (8 mol percent) provides chiral allylic alcohols

ENANTIOSELECTIVE SYNTHESIS OF 1-VINYL-1,2-DIOLS, VINYL EPOXIDES AND α,β-DIALKOXY ALDEHYDES

A practical synthetic method of chiral γ-trimethylsilylmethyl allylic alcohols (1) with both E- and Z-configuration has been developed.The alcohols 1 are readily converted into 1-vinyl-1,2-diols (5) via diastereoselective epoxidation followed by the react

A HIGHLY EFFICIENT SYNTHESIS OF OPTICALLY PURE γ-IODO ALLYLIC ALCOHOLS AND THEIR CONVERSION INTO VARIOUS OPTICALLY ACTIVE ALLYLIC ALCOHOLS

Kinetic resolution of γ-iodo allylic alcohols 1 by the Sharpless asymmetric epoxidation reaction proceeds with very large rate differences for the two enantiomers, thus providing a highly efficient method for preparation of optically pure 1.The alcohols 1

A Highly Efficient Synthesis of Prostaglandin ω-Chain Precursors

Kinetic resolution of γ-tributylstannyl allylic alcohols by the Sharpless asymmetric epoxidation proceeds with synthetically satisfactory rate differences for the two enantiomers, thus providing a highly efficient method for the synthesis of prostaglandin