tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

Base Information

Chemical Name:tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane
CAS No.:1598413-61-6
Molecular Formula:C₂₆H₄₄O₄Si
Molecular Weight:448.718
Hs Code.:

Synonyms:tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

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Chemical Property of tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

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Technology Process of tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

There total 11 articles about tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)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: 80.0%

: 3206-44-8
5-methanesulfonyl-1-phenyl-1H-tetrazole

: 1598413-62-7
C₂₅H₄₂O₅Si

: 1598413-61-6
tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

Guidance literature:: 5-methanesulfonyl-1-phenyl-1H-tetrazole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

C₂₅H₄₂O₅Si; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol500875e

Reference yield:

: 1598413-59-2
tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

: 1598413-61-6
tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 18-crown-6 ether; potassium hydroxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: 12 h / -78 - 20 °C / Inert atmosphere

With 18-crown-6 ether; sodium hexamethyldisilazane; sodium hydrogencarbonate; Dess-Martin periodane; potassium hydroxide; In tetrahydrofuran; dichloromethane; 2.1: |Dess-Martin Oxidation / 3.1: |Julia-Kocienski Olefination / 3.2: |Julia-Kocienski Olefination;
DOI:10.1021/ol500875e

Reference yield:

: 1598413-56-9
(4S,6R)-7-(tert-butyldiphenylsilyloxy)-6-methylhept-1-en-4-yl 3-(4-methoxybenzyloxy) propanoate

: 1598413-61-6
tert-butyl-((2S,4S,6R)-2-(2-(4-methoxybenzyloxy)ethyl)-6-((R)-2-methylbut-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C / Inert atmosphere

2.1: dmap; pyridine / dichloromethane; toluene / 14 h / -78 °C / Inert atmosphere

3.1: acetic acid; boron trifluoride diethyl etherate / hexane / 2 h / 0 °C / Inert atmosphere

4.1: potassium carbonate / methanol / 3 h

5.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

6.1: 18-crown-6 ether; potassium hydroxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

8.2: 12 h / -78 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; dmap; 18-crown-6 ether; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; potassium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 7.1: |Dess-Martin Oxidation / 8.1: |Julia-Kocienski Olefination / 8.2: |Julia-Kocienski Olefination;
DOI:10.1021/ol500875e