4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

Base Information

Chemical Name:4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one
CAS No.:94730-94-6
Molecular Formula:C₂₄H₂₄O₉
Molecular Weight:456.449
Hs Code.:

Synonyms:

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Chemical Property of 4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

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Technology Process of 4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

There total 9 articles about 4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one 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:

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

: 94730-94-6
4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) NaH, KH / 1.) THF, 66 deg C, 2.) reflux, 1 h

2: glacial acetic acid, piperidine / benzene / 19 h / Heating

3: 78 percent / AlCl₃ / CH₂Cl₂ / 1 h / 0 °C

4: 97 percent / 50percent aq. HCl / acetone / 48 h / Heating

5: 95 percent / concd. HCl, isoamyl nitrite / ethanol; CH₂Cl₂ / 0 - 25 °C

6: 72 percent / 1N KOH, concd. NH₄OH, 5percent NaOCl / 11 h / 0 - 25 °C

7: 7 percent / 5 h / Irradiation; var. solvents as reagents, var. reaction conditions

8: 69 percent / 1N KOH / methanol; tetrahydrofuran / 48 h / 0 °C

9: 1.) dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 4 h, 2.) toluene, reflux, 3.5 h

With piperidine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium hypochlorite; aluminium trichloride; potassium hydride; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; isopentyl nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; benzene;
DOI:10.1021/jo00207a034

Reference yield:

: 94671-09-7
6,7-dihydro-7-(3,4,5-trimethoxyphenyl)-5H-indeno<5.6-d>-1,3-dioxol-5-one

: 94730-94-6
4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / concd. HCl, isoamyl nitrite / ethanol; CH₂Cl₂ / 0 - 25 °C

2: 72 percent / 1N KOH, concd. NH₄OH, 5percent NaOCl / 11 h / 0 - 25 °C

3: 7 percent / 5 h / Irradiation; var. solvents as reagents, var. reaction conditions

4: 69 percent / 1N KOH / methanol; tetrahydrofuran / 48 h / 0 °C

5: 1.) dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 4 h, 2.) toluene, reflux, 3.5 h

With hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium hypochlorite; dicyclohexyl-carbodiimide; isopentyl nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo00207a034

Reference yield:

: 54011-33-5
3-(3,4-methylenedioxyphenyl)-3-oxopropionic acid methyl ester

: 94730-94-6
4-carbomethoxy-5-(3,4,5-trimethoxyphenyl)-3aβ,4α,5β,10bβ-tetrahydrofuro<3',4':5,6>naphtho<2,3-d><1,3>dioxol-1(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: glacial acetic acid, piperidine / benzene / 19 h / Heating

2: 78 percent / AlCl₃ / CH₂Cl₂ / 1 h / 0 °C

3: 97 percent / 50percent aq. HCl / acetone / 48 h / Heating

4: 95 percent / concd. HCl, isoamyl nitrite / ethanol; CH₂Cl₂ / 0 - 25 °C

5: 72 percent / 1N KOH, concd. NH₄OH, 5percent NaOCl / 11 h / 0 - 25 °C

6: 7 percent / 5 h / Irradiation; var. solvents as reagents, var. reaction conditions

7: 69 percent / 1N KOH / methanol; tetrahydrofuran / 48 h / 0 °C

8: 1.) dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 4 h, 2.) toluene, reflux, 3.5 h

With piperidine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium hypochlorite; aluminium trichloride; acetic acid; dicyclohexyl-carbodiimide; isopentyl nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; benzene;
DOI:10.1021/jo00207a034