(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

Base Information

Chemical Name:(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde
CAS No.:1601390-01-5
Molecular Formula:C₂₃H₃₃BO₅
Molecular Weight:400.323
Hs Code.:

Synonyms:(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

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Chemical Property of (R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

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Technology Process of (R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

There total 4 articles about (R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde 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: 72.0%

: 1601390-47-9
(E)-3-(3,7-dimethylocta-2,6-dienoyl)-4-hydroxybenzaldehyde

: 73183-34-3
bis(pinacol)diborane

: 1601390-01-5
(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

Guidance literature:: With BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; at 35 ℃; for 8h;
DOI:10.1002/anie.201309982

Reference yield:

: 2973-78-6
3-bromo-4-hydroxybenzylaldehyde

: 1601390-01-5
(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / 12 h / Dean-Stark; Reflux

2.1: tert.-butyl lithium / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / acetone / 0.17 h / 22 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾ / tetrahydrofuran; methanol / 8 h / 35 °C

With BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾; tert.-butyl lithium; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; acetone; toluene;
DOI:10.1002/anie.201309982

Reference yield:

: 1601390-46-8
(E)-1-(5-(1,3-dioxolan-2-yl)-2-hydroxyphenyl)-3,7-dimethylocta-2,6-dien-1-one

: 1601390-01-5
(R)-3-(3,7-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oct-6-enoyl)-4-hydroxybenzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / acetone / 0.17 h / 22 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾ / tetrahydrofuran; methanol / 8 h / 35 °C

With BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; acetone;
DOI:10.1002/anie.201309982