(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

Base Information

Chemical Name:(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate
CAS No.:1366469-96-6
Molecular Formula:C₁₈H₃₂O₄Si
Molecular Weight:340.535
Hs Code.:

Synonyms:(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

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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)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

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Technology Process of (E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

There total 4 articles about (E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate 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: 75.0%

: 1366469-92-2
methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)propiolate

: 1366469-96-6
(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;
DOI:10.1016/j.bmcl.2012.01.006

Reference yield:

: 114908-48-4
4,6,7,8-tetrahydro-5H-benzo[d][1,3]dioxin-5-one

: 1366469-96-6
(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.1: hydrogenchloride / tetrahydrofuran; diethyl ether / 0.33 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C

4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.5 h / -78 °C

With hydrogenchloride; dmap; n-butyllithium; triethylamine; diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2012.01.006

Reference yield:

: 1366469-87-5
2-(((tert-butyldimethylsilyl)oxy)methyl)-3-methylcyclohex-2-enone

: 1366469-96-6
(E)-methyl 3-(2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxy-3-methylcyclohex-2-en-1-yl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.5 h / -78 °C

With n-butyllithium; diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/j.bmcl.2012.01.006