(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

Base Information

Chemical Name:(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol
CAS No.:1344148-93-1
Molecular Formula:C₃₀H₄₈O₂Si
Molecular Weight:468.795
Hs Code.:

Synonyms:(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

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Chemical Property of (R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

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Technology Process of (R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

There total 7 articles about (R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol 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: 97.0%

: 1344148-92-0
(R)-2-(tert-butyldiphenylsilyloxy)tetradecyl pivalate

: 1344148-93-1
(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

Guidance literature:: (R)-2-(tert-butyldiphenylsilyloxy)tetradecyl pivalate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.5h;

With water; In ethyl acetate; toluene;
DOI:10.1016/j.tetlet.2011.08.160

Reference yield:

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

: 1344148-93-1
(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

: 1344148-93-1
(R)-2-(tert-butyldiphenylsilyloxy)tetradecan-1-ol

Guidance literature:: Multi-step reaction with 6 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

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