9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

Base Information

Chemical Name:9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal
CAS No.:345653-59-0
Molecular Formula:C₂₆H₃₆O₂Si
Molecular Weight:408.656
Hs Code.:

Synonyms:9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

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Chemical Property of 9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

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Technology Process of 9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

There total 9 articles about 9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal 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%

: 345653-65-8
2-(8'(S)-(tert-Butyldiphenylsilyloxy)-3'E-nonenyl)-1,3-dioxolane

: 9(S)-Hydroxy-4E-decenal

: 345653-59-0
9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

Guidance literature:: With acetic acid; In tetrahydrofuran; for 47h; Heating;
DOI:10.1021/np000502q

Reference yield:

: 97974-23-7
(S)-2-(tert-butyldiphenylsilyloxy)-1-propanol

: 345653-59-0
9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

Guidance literature:: Multi-step reaction with 7 steps

1.1: 64.42 g / pyridine / CH₂Cl₂ / 24.5 h / 0 - 20 °C

2.1: 93 percent / LiBr / tetrahydrofuran / 47 h / Heating

3.1: 76 percent / Li₂CuCl₄ / tetrahydrofuran; diethyl ether / 17 h / 20 °C

4.1: BH₃*THF / tetrahydrofuran / 1 h / 0 - 20 °C

4.2: 68 percent / Br₂; NaOMe / tetrahydrofuran; methanol / 5 - 20 °C

5.1: 75 percent / toluene / 48 h / Heating

6.1: PhLi / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C

6.2: 54 percent / tetrahydrofuran; diethyl ether / 0.67 h / -40 - -30 °C

7.1: 80 percent / aq. AcOH / tetrahydrofuran / 47 h / Heating

With pyridine; borane-THF; dilithium tetrachlorocuprate; acetic acid; phenyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 6.2: Wittig-Schlosser reaction;
DOI:10.1021/np000502q

Reference yield:

: 102732-44-5
ethyl (S)-2-(tert-butyldiphenylsilyloxy)propanoate

: 345653-59-0
9(S)-(tert-Butyldiphenylsilyloxy)-4E-decenal

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / BH₃*THF / tetrahydrofuran / 2 h / Heating

2.1: 64.42 g / pyridine / CH₂Cl₂ / 24.5 h / 0 - 20 °C

3.1: 93 percent / LiBr / tetrahydrofuran / 47 h / Heating

4.1: 76 percent / Li₂CuCl₄ / tetrahydrofuran; diethyl ether / 17 h / 20 °C

5.1: BH₃*THF / tetrahydrofuran / 1 h / 0 - 20 °C

5.2: 68 percent / Br₂; NaOMe / tetrahydrofuran; methanol / 5 - 20 °C

6.1: 75 percent / toluene / 48 h / Heating

7.1: PhLi / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C

7.2: 54 percent / tetrahydrofuran; diethyl ether / 0.67 h / -40 - -30 °C

8.1: 80 percent / aq. AcOH / tetrahydrofuran / 47 h / Heating

With pyridine; borane-THF; dilithium tetrachlorocuprate; acetic acid; phenyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 7.2: Wittig-Schlosser reaction;
DOI:10.1021/np000502q