(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

Base Information

Chemical Name:(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane
CAS No.:1426145-96-1
Molecular Formula:C₃₆H₆₀O₇Si₂
Molecular Weight:661.039
Hs Code.:

(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

Synonyms:(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

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Chemical Property of (5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

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Technology Process of (5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

There total 15 articles about (5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane 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:

: 1426145-95-0
2-((2S,3R,5R)-5-((5S,6R)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyltetrahydrofuran-2-yl)ethan-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1426145-96-1
(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol303515h

Reference yield:

: 1426145-90-5
(3R,5R)-5-((1R,2R)-3-((tert-butyldiphenylsilyl)oxy)-1,2-dihydroxypropyl)-3-methyldihydrofuran-2(3H)-one

: 1426145-96-1
(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

Guidance literature:: Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 h / 0 - 60 °C

2: diisobutylaluminium hydride / dichloromethane; hexane; methanol / 1.33 h / -78 °C

3: acetonitrile / 20 h / Reflux

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 - 25 °C

5: 1H-imidazole / dichloromethane / 1 h / 0 °C

6: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

7: 1H-imidazole / dichloromethane / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 3: |Wittig Rearrangement;
DOI:10.1021/ol303515h

Reference yield:

: 1426145-91-6
(3R,5R)-5-((5S,6R)-6-(methoxymethoxy)-10,10-dimethyl-9,9-diphenyl-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyldihydrofuran-2(3H)-one

: 1426145-96-1
(5S,6R)-5-((2R,4R,5S)-5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methyltetrahydrofuran-2-yl)-9,9-diethyl-6-(methoxymethoxy)-2,4,8-trioxa-9-silaundecane

Guidance literature:: Multi-step reaction with 6 steps

1: diisobutylaluminium hydride / dichloromethane; hexane; methanol / 1.33 h / -78 °C

2: acetonitrile / 20 h / Reflux

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 - 25 °C

4: 1H-imidazole / dichloromethane / 1 h / 0 °C

5: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

6: 1H-imidazole / dichloromethane / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; 2: |Wittig Rearrangement;
DOI:10.1021/ol303515h