(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

Base Information

Chemical Name:(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one
CAS No.:1344148-96-4
Molecular Formula:C₃₃H₄₈O₃Si
Molecular Weight:520.828
Hs Code.:

Synonyms:(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

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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 (R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

Chemical Property:

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Technology Process of (R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

There total 13 articles about (R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one 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:

: C₃₃H₅₀O₄Si

: 1344148-96-4
(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

Guidance literature:: With hydrogenchloride; In methanol; water; at 20 ℃; for 15h; pH=2;
DOI:10.1016/j.tetlet.2011.08.160

Reference yield:

: 1344148-85-1
(R)-methyl 4-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)butanoate

: 1344148-96-4
(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

Guidance literature:: Multi-step reaction with 13 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 7 h / -78 °C

2.1: pyridine; dmap / 3 h / 0 - 20 °C

3.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 7 h / 0 - 20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

5.2: 0.17 h / 0 °C

6.1: palladium 10% on activated carbon; hydrogen / methanol / 41 h / 20 °C

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

8.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 8 h / 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

9.2: 0.67 h / -78 - 20 °C

10.1: hydrogen / hexane / 0.92 h / 20 °C

11.1: hydrogenchloride; water / dichloromethane / 20 °C

12.1: oxygen; N-ethyl-N,N-diisopropylamine; Rose Bengal lactone / methanol / 3 h / -78 °C / Irradiation

12.2: 2 h

12.3: 2 h / 0 °C

13.1: hydrogenchloride / methanol; water / 15 h / 20 °C / pH 2

With pyridine; hydrogenchloride; dmap; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; pyridine hydrofluoride; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; water; hydrogen; oxygen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Rose Bengal lactone; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; 5.1: Wittig reaction / 5.2: Wittig reaction / 12.3: Luche reduction;
DOI:10.1016/j.tetlet.2011.08.160

Reference yield:

: 1344148-86-2
(R)-4-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)butan-1-ol

: 1344148-96-4
(R)-5-((R)-1-(tert-butyldiphenylsilyloxy)tridecyl)furan-2(5H)-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: pyridine; dmap / 3 h / 0 - 20 °C

2.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 7 h / 0 - 20 °C

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

4.2: 0.17 h / 0 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 41 h / 20 °C

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 8 h / 20 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

8.2: 0.67 h / -78 - 20 °C

9.1: hydrogen / hexane / 0.92 h / 20 °C

10.1: hydrogenchloride; water / dichloromethane / 20 °C

11.1: oxygen; N-ethyl-N,N-diisopropylamine; Rose Bengal lactone / methanol / 3 h / -78 °C / Irradiation

11.2: 2 h

11.3: 2 h / 0 °C

12.1: hydrogenchloride / methanol; water / 15 h / 20 °C / pH 2

With pyridine; hydrogenchloride; dmap; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; pyridine hydrofluoride; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; water; hydrogen; oxygen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Rose Bengal lactone; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; 4.1: Wittig reaction / 4.2: Wittig reaction / 11.3: Luche reduction;
DOI:10.1016/j.tetlet.2011.08.160