(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane
CAS No.:1383003-76-6
Molecular Formula:C₂₁H₃₄O₂Si
Molecular Weight:346.585
Hs Code.:

Synonyms:(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Chemical Property of (((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Technology Process of (((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

There total 6 articles about (((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane 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: 98.0%

: 1383003-75-5
(1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-enol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1383003-76-6
(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: With potassium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja3032345

Reference yield:

: 856177-89-4
2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione

: 1383003-76-6
(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: copper(ll) bromide / methanol / 1 h / Inert atmosphere; Reflux

2: C₅₈H₅₈NO₂P; copper(II) bis(trifluoromethanesulfonate) / diethyl ether; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

3: diethyl ether; hexane / 1 h / 20 °C / Inert atmosphere

4: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

6: potassium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; C₅₈H₅₈NO₂P; potassium hydride; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; triethylamine; copper(ll) bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja3032345

Reference yield:

: 1383003-60-8
(3S,5R)-5-(benzyloxy)methyl-3,5-dimethyl-4-oxocyclopent-1-en-1-yl trifluoromethanesulfonate

: 1383003-76-6
(((1S,2S,5S)-2-(benzyloxy)methyl-2,5-dimethylcyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3: potassium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja3032345