{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane
CAS No.:352695-10-4
Molecular Formula:C₂₅H₄₀O₂Si
Molecular Weight:400.677
Hs Code.:

{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-<i>tert</i>-butyl-dimethyl-silane

Synonyms:{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

There total 10 articles about {1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane 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: 99.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 352695-21-7
1-[(S)-6-(3-Benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-ethanone

: 352695-10-4
{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 22 ℃; for 1.5h;
DOI:10.1021/ol016073k

Reference yield:

: 100-39-0
benzyl bromide

: 352695-10-4
{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / NaH / tetrahydrofuran / 5 h / 22 °C

2.1: 92 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / 0.75 h / -78 °C

3.1: LDA / tetrahydrofuran; various solvent(s) / 2 h / -78 °C

3.2: 84 percent / tetrahydrofuran; various solvent(s) / 0 - 22 °C

4.1: 96 percent / CuI; BuNH₂ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 22 °C

5.1: 100 percent / aq.KOH / methanol / 4 h / 22 °C

6.1: 75 percent / AcOH; Hg(OAc)2; sulfuric acid / 1.33 h / 22 °C

7.1: 99 percent / Et₃N / tetrahydrofuran / 1.5 h / 0 - 22 °C

With potassium hydroxide; copper(l) iodide; oxalyl dichloride; sulfuric acid; mercury(II) diacetate; sodium hydride; acetic acid; dimethyl sulfoxide; N-butylamine; triethylamine; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 2.1: Swern oxidation / 4.1: Sonogashira coupling reaction;
DOI:10.1021/ol016073k

Reference yield:

: 53068-89-6,94089-47-1,150927-14-3,112898-44-9
(S)-3-(1-methyl-2-oxocyclohexyl)-propionic acid methyl ester

: 352695-10-4
{1-[6-(3-benzyloxy-propyl)-6-methyl-cyclohex-1-enyl]-vinyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: LiAlH₄ / tetrahydrofuran / 0.75 h / 22 °C

1.2: aq.NaH / H₂O; tetrahydrofuran / 1 h / 0 °C

2.1: 82 percent / NaH / tetrahydrofuran / 5 h / 22 °C

3.1: 92 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / 0.75 h / -78 °C

4.1: LDA / tetrahydrofuran; various solvent(s) / 2 h / -78 °C

4.2: 84 percent / tetrahydrofuran; various solvent(s) / 0 - 22 °C

5.1: 96 percent / CuI; BuNH₂ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 22 °C

6.1: 100 percent / aq.KOH / methanol / 4 h / 22 °C

7.1: 75 percent / AcOH; Hg(OAc)2; sulfuric acid / 1.33 h / 22 °C

8.1: 99 percent / Et₃N / tetrahydrofuran / 1.5 h / 0 - 22 °C

With potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; mercury(II) diacetate; sodium hydride; acetic acid; dimethyl sulfoxide; N-butylamine; triethylamine; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 3.1: Swern oxidation / 5.1: Sonogashira coupling reaction;
DOI:10.1021/ol016073k