4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

Base Information

Chemical Name:4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane
CAS No.:244296-65-9
Molecular Formula:C₁₆H₂₁BO₂
Molecular Weight:256.153
Hs Code.:

Synonyms:4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

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Chemical Property of 4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

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Technology Process of 4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

There total 4 articles about 4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-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: 74.0%

: 104-55-2
3-phenyl-propenal

: 78782-17-9
4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

: 244296-65-9
4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

Guidance literature:: 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

3-phenyl-propenal; In tetrahydrofuran; at -78 ℃; for 4h; Temperature; stereoselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.orglett.5b00480

Reference yield: 50.0%

: 6783-05-7
trans-2-phenylvinylboronic acid

: 75927-49-0
pinacol vinylboronate

: 244296-65-9
4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

Guidance literature:: With 2.9-dimethyl-1,10-phenanthroline; palladium(II) trifluoroacetate; oxygen; lithium trifluoroacetate; In 1-methyl-pyrrolidin-2-one; at 40 ℃; for 2.5h; under 760.051 Torr; Solvent; Reagent/catalyst; Time; regioselective reaction; Catalytic behavior; Inert atmosphere;
DOI:10.1021/ja307371w

Reference yield:

: 104-55-2
3-phenyl-propenal

: 78782-17-9
4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

: 244296-65-9
4,4,5,5-tetramethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

: 4,4,5,5-tetramethyl-2-((1Z)-4-phenylbuta-1,3-dien-1-yl)-1,3,2-dioxaborolane

Guidance literature:: 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

3-phenyl-propenal; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Temperature; Overall yield = 83 %; stereoselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.orglett.5b00480