(E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

Base Information

Chemical Name:(E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol
CAS No.:1016546-85-2
Molecular Formula:C₁₉H₂₉BO₃
Molecular Weight:316.248
Hs Code.:

Synonyms:(E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

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Chemical Property of (E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

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Technology Process of (E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

There total 2 articles about (E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol 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: 81.0%

: 1568-65-6
bis(cyclohexanyl)borane

: 100-52-7
benzaldehyde

: 159087-40-8
2-hex-1-ynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 1016546-85-2
(E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

Guidance literature:: With Zn(CH₃)2; In toluene; (N2); addn. of borolane deriv. to suspn. of borane deriv. in toluene, stirring at room temp. for 30 min, treating with 2 M toluene soln. of Me2Zn for 30 min at -78°C, warming to -10°C, addn. of aldehydederiv., stirring at -10°C; addn. of ethyl acetate, addn. of water, extn. (ethyl acetate), drying over MgSO4, concg., chromy. (silica gel, hexane/ethyl acetate (96:4)), NMRand HRMS;
DOI:10.1021/ja077664u

Reference yield: 81.0%

: 100-52-7
benzaldehyde

: 159087-40-8
2-hex-1-ynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 1016546-85-2
(E)-1-phenyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hept-2-en-1-ol

Guidance literature:: 2-hex-1-ynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane; In toluene; at 20 ℃; for 0.5h;

With dimethyl zinc(II); In toluene; at -78 ℃; for 0.5h;

benzaldehyde; In toluene; at -10 ℃; Further stages.;
DOI:10.1021/ja077664u