Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane

Base Information

• Chemical Name: Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane
• CAS No.: 139892-29-8
• Molecular Formula: C₂₀H₃₈O₂Si
• Molecular Weight: 338.606

Synonyms:Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane

Chemical Property of Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane

Chemical Property:

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Technology Process of Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane

There total 1 articles about Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane 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: 50.0%

<(methoxydimethylsilyl)(trimethylsilyl)methyl>lithium (120086-03-5) + 2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane (116399-89-4) → Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane (139892-29-8)

Guidance literature:

In pentane;

DOI:10.1016/S0040-4039(00)98789-6

Reference yield: 81.0%

Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane (139892-29-8) → 4-{(1S,2R)-2-Methyl-6-[1-trimethylsilanyl-meth-(E)-ylidene]-cyclohexyl}-butan-2-one (128960-94-1,129172-42-5)

Guidance literature:

With oxalic acid; silica gel; In dichloromethane;

DOI:10.1016/S0040-4039(00)98789-6

Reference yield:

Trimethyl-[(2S,3R)-3-methyl-2-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-cyclohex-(E)-ylidenemethyl]-silane (139892-29-8) → (2S,3R)-3-Methyl-2-(3-oxo-butyl)-cyclohexanone (129030-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / aq. oxalic acid, silica gel / CH₂Cl₂

2: O₃/O₂ / methanol / -78 °C

3: 1) TFA, 2) DMAP / 1) moist CHCl₃, 2) CH₂Cl₂

With dmap; oxygen; oxalic acid; silica gel; ozone; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)98789-6

upstream raw materials:

<(methoxydimethylsilyl)(trimethylsilyl)methyl>lithium

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane

Downstream raw materials:

4-{(1S,2R)-2-Methyl-6-[1-trimethylsilanyl-meth-(E)-ylidene]-cyclohexyl}-butan-2-one

(2S,3R)-3-Methyl-2-(3-oxo-butyl)-cyclohexanone

C₁₅H₂₈O₄Si

Carbonic acid benzyl ester (1S,5R,6S,9R,12S)-5,9-dimethyl-10,11,13-trioxa-tricyclo[7.2.2.0^1,6]tridec-12-yl ester

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