2-Propenoic acid, 3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)-

Base Information

Chemical Name:2-Propenoic acid, 3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)-
CAS No.:880349-21-3
Molecular Formula:C24H28O6
Molecular Weight:412.483
Hs Code.:

2-Propenoic acid,
3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth
yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)-

Synonyms:

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Chemical Property of 2-Propenoic acid, 3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)-

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Technology Process of 2-Propenoic acid, 3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)-

There total 9 articles about 2-Propenoic acid, 3-[(2R,4S,6S)-6-methyl-6-[(Z)-(4-methyl-5-oxo-2(5H)-furanylidene)meth yl]-2-(2,4,6-trimethylphenyl)-1,3-dioxan-4-yl]-, methyl ester, (2Z)- 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: 75.0%

: 880349-20-2
(Z)-5-((4S,6S)-2-mesityl-6-((Z)-3-methoxy-3-oxoprop-1-enyl)-4-methyl-1,3-dioxan-4-yl)-2-methylpent-2-en-4-ynoic acid

: 880349-21-3
(Z)-methyl 3-((4S,6S)-2-mesityl-6-methyl-6-((Z)-(4-methyl-5-oxofuran-2(5H)-ylidene)methyl)-1,3-dioxan-4-yl)acrylate

Guidance literature:: With silver nitrate; In methanol; water; at 20 ℃; for 1h;
DOI:10.1021/ol0530225

Reference yield:

: 880349-12-2
(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylbut-3-yn-2-ol

: 880349-21-3
(Z)-methyl 3-((4S,6S)-2-mesityl-6-methyl-6-((Z)-(4-methyl-5-oxofuran-2(5H)-ylidene)methyl)-1,3-dioxan-4-yl)acrylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / camphorsulfonic acid / CH₂Cl₂ / 48 h / 0 °C

2.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3.1: potassium hexamethyldisilamide / tetrahydrofuran / 0.17 h / -78 °C

3.2: 71 percent / tetrahydrofuran / -78 - 20 °C

4.1: 75 percent / CuI; Et₃N / Pd(PPh₃)4 / acetonitrile / 16 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

6.1: 180 mg / NaHPO₄*H₂O; H₂O₂; NaClO₂ / H₂O; acetonitrile / 1.5 h / 0 °C

7.1: 75 percent / AgNO₃ / H₂O; methanol / 1 h / 20 °C

With sodium chlorite; copper(l) iodide; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hexamethylsilazane; Dess-Martin periodane; silver nitrate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 3.2: Still-Gennari olefination / 4.1: Sonogashira coupling;
DOI:10.1021/ol0530225

Reference yield:

: 880349-17-7
(4S,6S)-6-ethynyl-2-mesityl-6-methyl-1,3-dioxane-4-carbaldehyde

: 880349-21-3
(Z)-methyl 3-((4S,6S)-2-mesityl-6-methyl-6-((Z)-(4-methyl-5-oxofuran-2(5H)-ylidene)methyl)-1,3-dioxan-4-yl)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hexamethyldisilamide / tetrahydrofuran / 0.17 h / -78 °C

1.2: 71 percent / tetrahydrofuran / -78 - 20 °C

2.1: 75 percent / CuI; Et₃N / Pd(PPh₃)4 / acetonitrile / 16 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: 180 mg / NaHPO₄*H₂O; H₂O₂; NaClO₂ / H₂O; acetonitrile / 1.5 h / 0 °C

5.1: 75 percent / AgNO₃ / H₂O; methanol / 1 h / 20 °C

With sodium chlorite; copper(l) iodide; dihydrogen peroxide; potassium hexamethylsilazane; Dess-Martin periodane; silver nitrate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1.2: Still-Gennari olefination / 2.1: Sonogashira coupling;
DOI:10.1021/ol0530225