1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester
CAS No.:913648-48-3
Molecular Formula:C₃₅H₄₀O₉
Molecular Weight:604.697
Hs Code.:

Synonyms:1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

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Chemical Property of 1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

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Technology Process of 1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

There total 13 articles about 1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl 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:

: 913648-35-8
4-methoxy-2-(2-methoxymethoxyethoxy)phenylboronic acid

: 913648-46-1
1-benzo[1,3]-dioxol-5-yl-5-propoxy-3-trifluoromethanesulfonyloxy-1H-indene-2-carboxylic acid tert-butyl ester

: 913648-48-3
1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

Guidance literature:: With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; toluene; at 70 ℃; for 4h;
DOI:10.1016/j.tet.2006.07.075

Reference yield:

: 913648-38-1
2-bromo-5-propoxy-benzoic acid methyl ester

: 913648-48-3
1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 5.3 g / P(o-tol)3; Et₃N / PdCl₂(MeCN)2 / dimethylformamide / 10 h / 100 °C

2.1: KOH; (R,R)-chiraphos / [Rh(nbd)2]BF₄ / dioxane; H₂O / 20 h / 60 °C

3.1: NaHMDS / tetrahydrofuran / 3.5 h / -78 - -15 °C

4.1: NaH / diethyl ether / 0.75 h / -5 °C

4.2: diethyl ether / 1 h / -5 °C

5.1: K₂CO₃ / PdCl₂(dppf) / toluene; H₂O / 4 h / 70 °C

With potassium hydroxide; (R,R)-chiraphos; sodium hexamethyldisilazane; sodium hydride; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; dichloro bis(acetonitrile) palladium(II); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; di(norbornadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide; toluene; 1.1: Heck coupling / 3.1: Claisen cyclization;
DOI:10.1016/j.tet.2006.07.075

Reference yield:

: 190965-43-6
2-bromo-5-propoxy-benzoic acid

: 913648-48-3
1-benzo[1,3]-dioxol-5-yl-3-[4-methoxy-2-(2-methoxymethoxyethoxy)phenyl]-5-propoxy-1H-indene-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂SO₄ / 6 h / Heating

2.1: 5.3 g / P(o-tol)3; Et₃N / PdCl₂(MeCN)2 / dimethylformamide / 10 h / 100 °C

3.1: KOH; (R,R)-chiraphos / [Rh(nbd)2]BF₄ / dioxane; H₂O / 20 h / 60 °C

4.1: NaHMDS / tetrahydrofuran / 3.5 h / -78 - -15 °C

5.1: NaH / diethyl ether / 0.75 h / -5 °C

5.2: diethyl ether / 1 h / -5 °C

6.1: K₂CO₃ / PdCl₂(dppf) / toluene; H₂O / 4 h / 70 °C

With potassium hydroxide; sulfuric acid; (R,R)-chiraphos; sodium hexamethyldisilazane; sodium hydride; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; dichloro bis(acetonitrile) palladium(II); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; di(norbornadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide; toluene; 2.1: Heck coupling / 4.1: Claisen cyclization;
DOI:10.1016/j.tet.2006.07.075