(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

Base Information

Chemical Name:(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole
CAS No.:943141-77-3
Molecular Formula:C₃₇H₃₄BClO₃
Molecular Weight:572.939
Hs Code.:

Synonyms:(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

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Chemical Property of (E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

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Technology Process of (E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

There total 12 articles about (E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole 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: 26.0%

: 943141-76-2
3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-ethynylbiphenyl

: 274-07-7
benzo[1,3,2]dioxaborole

: 943141-77-3
(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

Guidance literature:: In tetrahydrofuran; for 5h; Heating;
DOI:10.1021/jm0613323

Reference yield:

: 73088-08-1
3-chloro-4-nitrophenyl trifluoromethanesulfonate

: 943141-77-3
(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / LiCl; aq. K₃PO₄ / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 24 h / Heating

2: 90 percent / SnCl₂*2H₂₀ / ethanol / 2.5 h / Heating

3: 45 percent / CuBr₂; tert-butyl nitrite / acetonitrile / 0 - 20 °C

4: 99 percent / Et₃N / tetrakis(triphenylphosphine)palladium; CuI / 3.5 h / Heating

5: 96 percent / tetra(n-butyl)ammonium fluoride / tetrahydrofuran / 1 h

6: 26 percent / tetrahydrofuran / 5 h / Heating

With potassium phosphate; tert.-butylnitrite; tetrabutyl ammonium fluoride; triethylamine; lithium chloride; tin(ll) chloride; copper(ll) bromide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; acetonitrile; 1: Suzuki-Miyaura coupling / 4: Sonagashira coupling;
DOI:10.1021/jm0613323

Reference yield:

: 943141-74-0
3'-(1-adamantyl)-4'-benzyloxy-4-bromo-2-chlorobiphenyl

: 943141-77-3
(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / Et₃N / tetrakis(triphenylphosphine)palladium; CuI / 3.5 h / Heating

2: 96 percent / tetra(n-butyl)ammonium fluoride / tetrahydrofuran / 1 h

3: 26 percent / tetrahydrofuran / 5 h / Heating

With tetrabutyl ammonium fluoride; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1: Sonagashira coupling;
DOI:10.1021/jm0613323