<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

Base Information

Chemical Name:<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane
CAS No.:106456-19-3
Molecular Formula:C₂₈H₄₄O₅Si
Molecular Weight:488.74
Hs Code.:

<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

Synonyms:<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

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Chemical Property of <2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

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Technology Process of <2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

There total 7 articles about <2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane 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: 90.0%

: 106456-11-5
(2α,4aβ,5α,6β,8α,8aα)-8-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propynyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran

: 106456-19-3
<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In methanol; dichloromethane; for 6h;
DOI:10.1021/jo00380a025

Reference yield:

: 98903-51-6
(1aα,3α,3aα,7aβ,7bα)-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1a,2,3,3a,7a,7b-hexahydro-6-methyl-5H-oxireno<1>benzopyran-5-one

: 106456-19-3
<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / diisobutylaluminum hydride / toluene; hexane / 2.5 h / -78 - -40 °C

2: 85 percent / BF₃*OEt₂ / 6 h / -20 °C

3: boron trifluoride etherate / hexane; tetrahydrofuran / 3 h / -78 °C

4: 1.) NaH, tetra-n-butylammonium iodide / 1.) THF, 2.) RT, 21 h

5: 90 percent / H₂, quinoline / Lindlar's cat. / CH₂Cl₂; methanol / 6 h

With quinoline; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/jo00380a025

Reference yield:

: 106455-98-5
3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1a,3,3a,5,7a,7b-hexahydro-6-methyl-2H-oxireno<1>benzopyran-5-ol

: 106456-19-3
<2α,4aβ,5α(Z),6β,8α,8aα>-(1,1-dimethylethyl)<<4a,5,6,7,8,8a-hexahydro-2-methoxy-5-(3-methoxy-1-propenyl)-3-methyl-6-(phenylmethoxy)-2H-1-benzopyran-8-yl>oxy>dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / BF₃*OEt₂ / 6 h / -20 °C

2: boron trifluoride etherate / hexane; tetrahydrofuran / 3 h / -78 °C

3: 1.) NaH, tetra-n-butylammonium iodide / 1.) THF, 2.) RT, 21 h

4: 90 percent / H₂, quinoline / Lindlar's cat. / CH₂Cl₂; methanol / 6 h

With quinoline; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo00380a025