(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

Base Information

Chemical Name:(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane
CAS No.:1423711-60-7
Molecular Formula:C₄₁H₄₁BO₇
Molecular Weight:656.583
Hs Code.:

Synonyms:(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

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Chemical Property of (4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

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Technology Process of (4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

There total 1 articles about (4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane 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: 61.0%

: 130874-89-4
(2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol

: 234123-50-3
5-[(Z)-2-Bromoethenyl]-1,2,3-trimethoxybenzene

: 1423711-60-7
(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

Guidance literature:: 5-[(Z)-2-Bromoethenyl]-1,2,3-trimethoxybenzene; With Triisopropyl borate; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.166667h;

(2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 21.75h;
DOI:10.1016/j.bmc.2012.11.056

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1423711-60-7
(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

: 1423711-61-8
(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[2-(3',4',5'-trimethoxyphenyl)cyclopropyl]-[1,3,2]-dioxaborolane

: 1423711-74-3
(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[2-(3',4',5'-trimethoxyphenyl)cyclopropyl]-[1,3,2]-dioxaborolane

Guidance literature:: With palladium diacetate; In diethyl ether; at -15 - 20 ℃; Overall yield = 97 %; Overall yield = 650 mg; Optical yield = 10 %de; diastereoselective reaction;
DOI:10.1016/j.bmc.2012.11.056

Reference yield:

: 1423711-60-7
(4R,5R)-4,5-bis[methoxydiphenylmethyl]-2-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-[1,3,2]-dioxaborolane

: 1423711-86-7
C₂₀H₂₂O₃

Guidance literature:: Multi-step reaction with 3 steps

1: palladium diacetate / diethyl ether / -15 - 20 °C

2: potassium hydrogenfluoride / methanol; water / 48 h / 80 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; toluene / 18 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium hydrogenfluoride; palladium diacetate; caesium carbonate; In methanol; diethyl ether; water; toluene; 1: |Simmons-Smith Cyclopropanation / 3: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2012.11.056