5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one

Base Information

• Chemical Name: 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one
• CAS No.: 1448324-13-7
• Molecular Formula: C₃₀H₃₁NO₇
• Molecular Weight: 517.579

Synonyms:5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one

Chemical Property of 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one

Chemical Property:

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Technology Process of 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one

There total 8 articles about 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-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: 78.0%

5-[(5'-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-2',3'-dihydrospiro[1,3-dioxolane-2,1'-indene]-4'-yl)carbonyl]-2-[tris(propan-2-yl)silyl]-1,3-oxazole (1448324-12-6) → 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one (1448324-13-7)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1080/00397911.2012.737078

Reference yield:

5’-(5-hydroxy-7,7-dimethoxyhept-3-yn-2-yl)-2’,3’-dihydrospiro[1,3-dioxolane-2,1’-indene]-4’-yl trifluoromethanesulfonate (1448324-07-9) → 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one (1448324-13-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: copper(II) bis(trifluoromethanesulfonate) / toluene / 0.17 h / 20 °C / Inert atmosphere

2.1: dichloro bis(acetonitrile) palladium(II); bis[2-(diphenylphosphino)phenyl] ether / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

3.1: osmium(VIII) oxide; sodium periodate; 2,6-dimethylpyridine / 1,4-dioxane; water / 8 h / 20 °C / Inert atmosphere

4.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.17 h / -78 °C / Inert atmosphere

4.2: 0.33 h / -78 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / Inert atmosphere; Cooling with ice

6.1: water; hydrogenchloride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; dichloro bis(acetonitrile) palladium(II); sodium periodate; osmium(VIII) oxide; water; tert.-butyl lithium; copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; pentane; 2.1: |Stille Cross Coupling;

DOI:10.1080/00397911.2012.737078

Reference yield:

3,3-dimethoxypropanal (19060-10-7) → 5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4-[(1,3-oxazol-5-yl)carbonyl]-2,3-dihydro-1H-inden-1-one (1448324-13-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - -55 °C / Inert atmosphere

2.1: copper(II) bis(trifluoromethanesulfonate) / toluene / 0.17 h / 20 °C / Inert atmosphere

3.1: dichloro bis(acetonitrile) palladium(II); bis[2-(diphenylphosphino)phenyl] ether / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

4.1: osmium(VIII) oxide; sodium periodate; 2,6-dimethylpyridine / 1,4-dioxane; water / 8 h / 20 °C / Inert atmosphere

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.17 h / -78 °C / Inert atmosphere

5.2: 0.33 h / -78 °C / Inert atmosphere

6.1: Dess-Martin periodane / dichloromethane / Inert atmosphere; Cooling with ice

7.1: water; hydrogenchloride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; dichloro bis(acetonitrile) palladium(II); sodium periodate; osmium(VIII) oxide; n-butyllithium; water; tert.-butyl lithium; copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; pentane; 3.1: |Stille Cross Coupling;

DOI:10.1080/00397911.2012.737078

upstream raw materials:

5'-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-4'-ethenyl-2',3'-dihydrospiro[1,3-dioxolane-2,1'-indene]

5-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-2,3-dihydrospiro[1,3-dioxolane-2,1-indene]-4-carbaldehyde

5'-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-2',3'-dihydrospiro[1,3-dioxolane-2,1'-indene]-4'-yl({2-[tris(propan-2-yl)silyl]-1,3-oxazol-5-yl})methanol

5-[(5'-{7,7-dimethoxy-5-[(4-methoxyphenyl)methoxy]hept-3-yn-2-yl}-2',3'-dihydrospiro[1,3-dioxolane-2,1'-indene]-4'-yl)carbonyl]-2-[tris(propan-2-yl)silyl]-1,3-oxazole

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