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

Base Information

Chemical Name:(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutyl acetate
CAS No.:165961-39-7
Molecular Formula:C₃₀H₄₄O₄Si
Molecular Weight:496.762
Hs Code.:

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

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

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

There total 14 articles about (δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutyl acetate 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: 97.0%

: 108-24-7
acetic anhydride

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

: 165961-39-7
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutyl acetate

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1016/S0040-4039(00)74091-3

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

: 165961-39-7
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutyl acetate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 80 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / 25 °C

With pyridine; triethylsilane; dmap; tin(IV) chloride; acetic acid; In dichloromethane;
DOI:10.1021/jo00121a026

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

: 165961-39-7
(δR,2R,5S,6S)-δ,5-Dimethyl-6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>tetrahydro-2-pyranylbutyl acetate

Guidance literature:: Multi-step reaction with 3 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

3: 80 percent / pyridine, DMAP / CH₂Cl₂ / 2 h / 25 °C

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