Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

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Chemical Name:Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester
CAS No.:109787-81-7
Molecular Formula:C₃₃H₄₆O₇
Molecular Weight:554.724
Hs Code.:

Synonyms:Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

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Chemical Property of Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

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Technology Process of Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

There total 10 articles about Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester 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: 87.0%

: 109787-87-3
Benzoic acid (E)-7-hydroxy-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-hept-3-enyl ester

: 109787-81-7
Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

Guidance literature:: With pyridine; chromium(VI) oxide; In dichloromethane; at 22 ℃;
DOI:10.1021/ja00253a048

Reference yield:

: 100590-28-1
5-methylhex-5-ene-1,4-diol

: 109787-81-7
Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / imidazole / dimethylformamide

2: 83 percent / SOCl₂ / CCl₄

3: 1.) BuLi / 1.) THF, 2.) THF

4: 78 percent / MeI, CaCO₃, H₂O / dimethylformamide

5: 1.) BuLi/hexane / 1.) DME, -23 deg C 2.) DME

6: 1.) LiAlH₄(3 mol equiv), LiOMe(30 mol equiv), 2.) I₂ / 1.) THF, reflux, 2.) THF, -78 deg C

7: 78 percent / Pd(Ph₃P)4 / tetrahydrofuran / Heating

8: 91 percent / pyridine / 20 °C

9: 97 percent / KOH / propan-2-ol / 22 °C

10: 87 percent / CrO₃, pyridine / CH₂Cl₂ / 22 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; hexane; lithium methanolate; water; iodine; calcium carbonate; methyl iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ja00253a048

Reference yield:

: 906724-01-4
6-((tert-butyldiphenylsilyl)oxy)-2-methylhex-1-en-3-ol

: 109787-81-7
Benzoic acid (E)-3-methyl-1-[(Z)-4-methyl-2-(3-{2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-[1,3]dioxolan-2-yl}-propyl)-penta-1,3-dienyl]-7-oxo-hept-3-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / SOCl₂ / CCl₄

2: 1.) BuLi / 1.) THF, 2.) THF

3: 78 percent / MeI, CaCO₃, H₂O / dimethylformamide

4: 1.) BuLi/hexane / 1.) DME, -23 deg C 2.) DME

5: 1.) LiAlH₄(3 mol equiv), LiOMe(30 mol equiv), 2.) I₂ / 1.) THF, reflux, 2.) THF, -78 deg C

6: 78 percent / Pd(Ph₃P)4 / tetrahydrofuran / Heating

7: 91 percent / pyridine / 20 °C

8: 97 percent / KOH / propan-2-ol / 22 °C

9: 87 percent / CrO₃, pyridine / CH₂Cl₂ / 22 °C

With pyridine; chromium(VI) oxide; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; hexane; lithium methanolate; water; iodine; calcium carbonate; methyl iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ja00253a048