3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one

Base Information

• Chemical Name: 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one
• CAS No.: 864152-60-3
• Molecular Formula: C₂₉H₂₉ClO₅Se
• Molecular Weight: 571.959
• Mol file: 864152-60-3.mol

Synonyms:

Chemical Property of 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one

There total 6 articles about 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-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:

(3R,4R,5R)-5-hydroxy-4-isopropyl-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone (864152-59-0) + 1-methoxy-4-<(phenylseleno)methyl>benzene (18255-07-7) → 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one (864152-60-3)

Guidance literature:

1-methoxy-4-<(phenylseleno)methyl>benzene; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 1h;

(3R,4R,5R)-5-hydroxy-4-isopropyl-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; n-heptane; for 1h;

With toluene-4-sulfonic acid; In benzene; for 0.5h; Heating;

DOI:10.1271/bbb.69.391

Reference yield:

3-chloro-4,5-methylenedioxy-benzyl bromide → 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one (864152-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; heptane; ethylbenzene / -78 °C

1.2: tetrahydrofuran; heptane; hexamethylphosphoric acid triamide / -78 °C

2.1: 86 percent / KOH / methanol; H₂O / 3 h / 20 °C

3.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 1 h / -78 °C

3.2: tetrahydrofuran; heptane; hexamethylphosphoric acid triamide / 1 h

3.3: p-TsOH / benzene / 0.5 h / Heating

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; ethylbenzene; water;

DOI:10.1271/bbb.69.391

Reference yield:

(4S,5R)-4-isopropyl-5-(l-menthyloxy)-dihydro-2(3H)-furanone (864152-56-7) → 3-(7-chloro-benzo[1,3]dioxol-5-ylmethyl)-4-isopropyl-5-[(4-methoxy-phenyl)-phenylselanyl-methyl]-dihydro-furan-2-one (864152-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; heptane; ethylbenzene / -78 °C

1.2: tetrahydrofuran; heptane; hexamethylphosphoric acid triamide / -78 °C

2.1: 86 percent / KOH / methanol; H₂O / 3 h / 20 °C

3.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 1 h / -78 °C

3.2: tetrahydrofuran; heptane; hexamethylphosphoric acid triamide / 1 h

3.3: p-TsOH / benzene / 0.5 h / Heating

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; ethylbenzene; water;

DOI:10.1271/bbb.69.391

upstream raw materials:

(3R,4R,5R)-5-hydroxy-4-isopropyl-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone

1-methoxy-4-<(phenylseleno)methyl>benzene

(4S,5R)-4-isopropyl-5-(l-menthyloxy)-dihydro-2(3H)-furanone

(3R,4R,5R)-4-isopropyl-5-(l-menthyloxy)-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone

Downstream raw materials:

4-isopropyl-5-[(E)-(4-methoxyphenyl)methylene]-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone

4-isopropyl-5-[(Z)-(4-methoxyphenyl)methylene]-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone

4-hydroxy-4-isopropyl-5-[(4-methoxyphenyl)methylene]-3-[(3-chloro-4,5-methylenedioxyphenyl)methyl]-dihydro-2(3H)-furanone