(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

Base Information

Chemical Name:(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol
CAS No.:129264-72-8
Molecular Formula:C₂₈H₄₆O₆S
Molecular Weight:510.736
Hs Code.:

Synonyms:(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

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Chemical Property of (2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

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Technology Process of (2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

There total 7 articles about (2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol 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: 75.0%

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 129264-71-7
(2S,4R,5S,6E,8E)-5-(methoxymethoxy)-4-methyl-6,8-decadien-1,2-diol

: 129264-72-8
(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

Guidance literature:: With pyridine; In dichloromethane; at -5 ℃;
DOI:10.1021/jo00309a022

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 129264-72-8
(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) diisopropylamine, BuLi / 1.) THF, -78 deg C, 30 min 2.) -78 deg C to rt, 20 min

4: 62 percent / L-Selectride / tetrahydrofuran / 0.42 h / -78 °C

5: 85 percent / diisopropylethylamine, dimethylaminopyridine / CH₂Cl₂ / 3 h / Ambient temperature

6: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

7: 75 percent / pyridine / CH₂Cl₂ / -5 °C

With pyridine; dmap; n-butyllithium; tetrabutyl ammonium fluoride; L-Selectride; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00309a022

Reference yield:

: 103233-24-5
(2R,4S)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-2-methyl-4-butanolide

: 129264-72-8
(2S,4R,5S,6E,8E)-1-<<(2',4',6'-triisopropylphenyl)-sulfonyl>oxy>-5-(methoxymethoxy)-4-methyl-6,8-decadien-2-ol

Guidance literature:: Multi-step reaction with 6 steps

3: 62 percent / L-Selectride / tetrahydrofuran / 0.42 h / -78 °C

4: 85 percent / diisopropylethylamine, dimethylaminopyridine / CH₂Cl₂ / 3 h / Ambient temperature

5: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

6: 75 percent / pyridine / CH₂Cl₂ / -5 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; L-Selectride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00309a022