(1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane

Base Information

• Chemical Name: (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane
• CAS No.: 935697-14-6
• Molecular Formula: C₂₇H₃₇BO₂Si
• Molecular Weight: 432.486

Synonyms:(1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane

Chemical Property of (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane

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Technology Process of (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane

There total 2 articles about (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane 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: 87.0%

7-methylenebicyclo<4.1.0>heptane (54211-14-2) + 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2) → (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane (935697-14-6)

Guidance literature:

With bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; 50°C, 48 h;

DOI:10.1021/ja0703170

Reference yield:

7-methylenebicyclo<4.1.0>heptane (54211-14-2) + 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2) → (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane (935697-14-6) + Ph2MeSiC6H10C(CH2)Bpin

Guidance literature:

With (R)-2-bis(3,5-dimethylphenyl)phosphino-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 50 ℃; for 48h; Title compound not separated from byproducts.;

DOI:10.1021/ja0703170

Reference yield:

(1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclohexane (935697-14-6) → (1S,2S)-2-acetyl-1-(methyldiphenylsilyl)cyclohexane (935697-23-7)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; at 20 ℃; for 12h;

DOI:10.1021/ja0703170

upstream raw materials:

7-methylenebicyclo<4.1.0>heptane

2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

(1S,2S)-2-acetyl-1-(methyldiphenylsilyl)cyclohexane

trans-1-(2-hydroxycyclohexyl)ethanone

cis-1-((1R,2S)-2-hydroxycyclohexyl)ethan-1-one

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