(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate
CAS No.:1298063-76-9
Molecular Formula:C₁₇H₂₄O₄S
Molecular Weight:324.441
Hs Code.:

Synonyms:(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

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Technology Process of (2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

There total 5 articles about (2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 38.0%

: 1298063-07-6
(2E,5S)-2-methyl-5-(prop-1-en-2-yl)hex-2-ene-1,6-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1298063-76-9
(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 11h; Inert atmosphere;
DOI:10.1021/ol200779y

Reference yield:

: 1298063-18-9
(2E,5S)-2-methyl-5-(prop-1-en-2-yl)hex-2-ene-1,6-diyl diacetate

: 1298063-76-9
(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 11 h / 20 °C / Inert atmosphere

With pyridine; (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol200779y

Reference yield:

: 869162-67-4
(5S)-6-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

: 1298063-76-9
(2S,4E)-6-hydroxy-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / methanol / 4.5 h / 0 - 20 °C / Inert atmosphere

2: lead(IV) tetraacetate / acetonitrile / 1 h / 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 5.5 h / 0 - 20 °C / Inert atmosphere

4: pyridine / dichloromethane / 11 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; lead(IV) tetraacetate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol200779y