(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

Base Information

Chemical Name:(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane
CAS No.:1384847-56-6
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

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Chemical Property of (4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

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Technology Process of (4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

There total 3 articles about (4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane 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%

: 1384847-58-8
(4S,5R)-(Z)-4-(2-bromovinyl)-2,2,5-trimethyl-1,3-dioxolane

: 1384847-47-5
2-(1,3-dioxolan-2-yl)-3-methoxyphenylboronic acid

: 1384847-56-6
(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; water; at 40 ℃; for 3h;
DOI:10.1021/jo300923e

Reference yield:

: 1384847-55-5
(4S,5R)-4-(2,2-dibromovinyl)-2,2,5-trimethyl-1,3-dioxolane

: 1384847-56-6
(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: tri-n-butyl-tin hydride; palladium diacetate; triphenylphosphine / diethyl ether / 2 h / 20 °C

2: palladium diacetate; potassium carbonate; triphenylphosphine / tetrahydrofuran; water / 3 h / 40 °C

With tri-n-butyl-tin hydride; palladium diacetate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; water; 2: Suzuki-Miyaura coupling;
DOI:10.1021/jo300923e

Reference yield:

: 2-(2-bromo-6-methoxyphenyl)-1,3-dioxolane

: 1384847-56-6
(4S,5R)-(Z)-4-[2-(1,3-dioxolan-2-yl)-3-methoxystyryl]-2,2,5-trimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 12 h / 20 °C

2.1: palladium diacetate; potassium carbonate; triphenylphosphine / tetrahydrofuran; water / 3 h / 40 °C

With n-butyllithium; palladium diacetate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; hexane; water; 2.1: Suzuki-Miyaura coupling;
DOI:10.1021/jo300923e