1,3-Dioxolane, 4-[(1S,2E,4S)-5-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-2-pentenyl]-5 -[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2,2-dimethyl-, (4S,5S)-

Base Information

• Chemical Name: 1,3-Dioxolane, 4-[(1S,2E,4S)-5-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-2-pentenyl]-5 -[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2,2-dimethyl-, (4S,5S)-
• CAS No.: 489440-17-7
• Molecular Formula: C31H44O6
• Molecular Weight: 512.687

Synonyms:

Chemical Property of 1,3-Dioxolane, 4-[(1S,2E,4S)-5-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-2-pentenyl]-5 -[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2,2-dimethyl-, (4S,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Dioxolane, 4-[(1S,2E,4S)-5-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-2-pentenyl]-5 -[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2,2-dimethyl-, (4S,5S)-

There total 8 articles about 1,3-Dioxolane, 4-[(1S,2E,4S)-5-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-2-pentenyl]-5 -[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2,2-dimethyl-, (4S,5S)- 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: 74.0%

(2R,3RS,4RS,5R)-1-(4-methoxybenzyloxy)-5-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-methyl-4-(phenylsulfonyl)hexan-3-ol (489440-16-6) → (4S,5S)-4-[(1S,2E,4S)-5-(4-methoxybenzyloxy)-1,4-dimethyl-2-pentenyl]-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolane (489440-17-7) + (4S,5S)-4-[(1S,3RS,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-1,4-dimethyl-2-pentyl]-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; ethyl acetate; at 20 ℃; for 12h;

DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → (4S,5S)-4-[(1S,2E,4S)-5-(4-methoxybenzyloxy)-1,4-dimethyl-2-pentenyl]-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolane (489440-17-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 78 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h

2.1: 99 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

3.1: 83 percent / sodium iodide / dimethylformamide / 12 h / 70 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.2: 65 percent / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 74 percent / disodium hydrogen phosphate; sodium amalgam / methanol; ethyl acetate / 12 h / 20 °C

With dmap; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y

Reference yield:

(4R,trans)-2,2,α,α,α',α'-hexamethyl-1,3-dioxolane-4,5-dimethanol (81706-69-6) → (4S,5S)-4-[(1S,2E,4S)-5-(4-methoxybenzyloxy)-1,4-dimethyl-2-pentenyl]-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolane (489440-17-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / methanesulfonyl chloride; 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 30 h / 20 °C

2.1: borane*DMSO; triethylborane / dimethylsulfoxide; hexane; diethyl ether / 12 h

2.2: 50 percent / H₂O₂; NaOH; water / 4 h / 20 °C

3.1: 78 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h

4.1: 99 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

5.1: 83 percent / sodium iodide / dimethylformamide / 12 h / 70 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

6.2: 65 percent / tetrahydrofuran; hexane / 1 h / -78 °C

7.1: 74 percent / disodium hydrogen phosphate; sodium amalgam / methanol; ethyl acetate / 12 h / 20 °C

With dmap; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; triethyl borane; borane*DMSO; tetra-(n-butyl)ammonium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y

upstream raw materials:

(2R,3RS,4RS,5R)-1-(4-methoxybenzyloxy)-5-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-methyl-4-(phenylsulfonyl)hexan-3-ol

p-Methoxybenzyl bromide

(4R,trans)-2,2,α,α,α',α'-hexamethyl-1,3-dioxolane-4,5-dimethanol

(4S,5S)-2,2-dimethyl-4,5-bis(1-methylvinyl)-1,3-dioxolane

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