(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

Base Information

Chemical Name:(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol
CAS No.:943153-82-0
Molecular Formula:C₂₇H₄₀O₄Si
Molecular Weight:456.698
Hs Code.:

Synonyms:(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

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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 (E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

Chemical Property:

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Technology Process of (E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

There total 7 articles about (E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-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: 93.0%

: 943153-85-3
(5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-yn-1-ol

: 943153-82-0
(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1055/s-2007-965970

Reference yield:

: C₁₄H₂₄O₄

: 943153-82-0
(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 15.91 g / triethylamine; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2: i-Pr₂NEt; TBAI / CH₂Cl₂ / 6 h / 20 °C

3: 10.92 g / PPTS / ethanol / 1 h / 60 °C

4: 93 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

With dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1055/s-2007-965970

Reference yield:

: 84071-61-4
methyl (3S)-3-[(2S)-oxiran-2-yl]butanoate

: 943153-82-0
(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: BF₃*OEt₂ / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.3: 87 percent / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: lithium aluminum hydride / tetrahydrofuran / 1 h / 20 °C

3.1: 15.91 g / triethylamine; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

4.1: i-Pr₂NEt; TBAI / CH₂Cl₂ / 6 h / 20 °C

5.1: 10.92 g / PPTS / ethanol / 1 h / 60 °C

6.1: 93 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1055/s-2007-965970