(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

Base Information

Chemical Name:(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate
CAS No.:1009307-09-8
Molecular Formula:C₁₇H₂₉BO₄
Molecular Weight:308.226
Hs Code.:

Synonyms:(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-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 (Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

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Technology Process of (Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

There total 4 articles about (Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-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: 99.0%

: 33547-94-3
cyclohexyl-propynoic acid ethyl ester

: 73183-34-3
bis(pinacol)diborane

: 1009307-09-8
(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

Guidance literature:: With methanol; sodium t-butanolate; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1039/b716697d

Reference yield: 71.0%

: 33547-94-3
cyclohexyl-propynoic acid ethyl ester

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1009307-09-8
(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

: (E)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

Guidance literature:: With trimethylphosphane; In tetrahydrofuran; at 25 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.orglett.8b00390

Reference yield:

: 2043-61-0
cyclohexanecarbaldehyde

: 1009307-09-8
(Z)-ethyl 3-cyclohexyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / dichloromethane / 0 - 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -78 °C

2.2: 20 °C

3.1: copper(l) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; methanol / tetrahydrofuran / 24 h / 20 °C / Schlenk technique; Inert atmosphere

With methanol; n-butyllithium; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/adsc.201900161