(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

Base Information

Chemical Name:(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate
CAS No.:1149764-68-0
Molecular Formula:C₂₅H₄₀O₃Si
Molecular Weight:416.676
Hs Code.:

Synonyms:(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

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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 (4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

Chemical Property:

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Technology Process of (4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

There total 10 articles about (4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate 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:

: 1160697-63-1
tert-butyldimethyl((R)-1-((R)-oxiran-2-yl)-6-phenylhexan-2-yloxy)silane

: 1149764-68-0
(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) iodide / tetrahydrofuran / 12 h / -20 °C / Inert atmosphere

1.2: Saturated solution; Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / -78 - 20 °C / Inert atmosphere

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.09.017

Reference yield:

: 934473-34-4
(2R,4R)-4-(tert-butyldimethylsilyloxy)-8-phenyloctane-1,2-diol

: 1149764-68-0
(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C / Inert atmosphere

2.1: copper(l) iodide / tetrahydrofuran / 12 h / -20 °C / Inert atmosphere

2.2: Saturated solution; Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / -78 - 20 °C / Inert atmosphere

With copper(l) iodide; di(n-butyl)tin oxide; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.09.017

Reference yield:

: C₁₈H₂₁NO₂

: 1149764-68-0
(4S,6R)-6-(tert-butyldimethyl silanyloxy)-10-phenyldec-1-en-4-yl acrylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h

3.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 - 20 °C / Inert atmosphere

5.1: L-proline / dimethyl sulfoxide / 1 h / 25 °C / Inert atmosphere

6.1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.17 h / 0 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 760.05 Torr

8.1: di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C / Inert atmosphere

8.2: 1 h / 0 - 20 °C / Inert atmosphere

9.1: copper(l) iodide / tetrahydrofuran / 12 h / -20 °C / Inert atmosphere

9.2: Saturated solution; Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; copper(l) iodide; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; L-proline; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; 1.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.09.017