(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

Base Information

Chemical Name:(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol
CAS No.:152033-09-5
Molecular Formula:C₂₈H₄₂O₃Si
Molecular Weight:454.725
Hs Code.:

Synonyms:(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

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Chemical Property of (δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

Chemical Property:

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Technology Process of (δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

There total 14 articles about (δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol 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:

: 152033-08-4
(2S,3S,5R,6S,11R)-3,11-Dimethyl-2-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-5-(phenylsulfonyl)-1,7-dioxaspiro<5.5>undecane

: 152033-09-5
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Raney-Ni W-2 / ethanol / 22 h / Heating

2: 1.) Et₃SiH, SnCl₄, 2.) aq. AcOH / 1.) CH₂Cl₂, -78 to -60 deg C, 2 h, 2.) THF, 25 deg C, 1 h

With triethylsilane; Raney-Ni W-2; tin(IV) chloride; acetic acid; In ethanol;
DOI:10.1021/jo00121a026

Reference yield:

: 153109-02-5
(2S,3S,6R,11R)-3,11-Dimethyl-2-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-1,7-dioxaspiro<5.5>undecane

: 152033-09-5
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

Guidance literature:: With triethylsilane; tin(IV) chloride; acetic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 to -60 deg C, 2 h, 2.) THF, 25 deg C, 1 h;
DOI:10.1021/jo00121a026

Reference yield:

: 1-Hydroxy-9-(methoxymethoxy)-4,8-dimethyl-10-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6-(phenylsulfonyl)-5-decanone

: 152033-09-5
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutanol

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / TMSBr / CH₂Cl₂ / 1.) -30 to 3 deg C, 2 h, 2.) 3 deg C, 7 h

2: 88 percent / Raney-Ni W-2 / ethanol / 22 h / Heating

3: 1.) Et₃SiH, SnCl₄, 2.) aq. AcOH / 1.) CH₂Cl₂, -78 to -60 deg C, 2 h, 2.) THF, 25 deg C, 1 h

With triethylsilane; trimethylsilyl bromide; Raney-Ni W-2; tin(IV) chloride; acetic acid; In ethanol; dichloromethane;
DOI:10.1021/jo00121a026