(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate
CAS No.:1259501-82-0
Molecular Formula:C₁₅H₂₂O₅S
Molecular Weight:314.403
Hs Code.:

Synonyms:(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-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 (2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

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Technology Process of (2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

There total 3 articles about (2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-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: 94.0%

: 1259501-94-4
(2R,3R,4S)-3-methoxy-4-methylhex-5-ene-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1259501-82-0
(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

Guidance literature:: With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol102549a

Reference yield:

: 96094-43-8
(2R,3R,4S)-1,2-O-Isopropylidene-4-methyl-5-hexene-1,2,3-triol

: 1259501-82-0
(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: water / methanol / 48 h / 20 °C

3.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With water; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol102549a

Reference yield:

: 1259501-76-2
(R)-4-((1R,2S)-1-methoxy-2-methylbut-3-enyl)-2,2-dimethyl-1,3-dioxolane

: 1259501-82-0
(2R,3R,4S)-2-hydroxy-3-methoxy-4-methylhex-5-enyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: water / methanol / 48 h / 20 °C

2: di(n-butyl)tin oxide; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With water; di(n-butyl)tin oxide; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ol102549a