2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

Base Information

Chemical Name:2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester
CAS No.:918631-13-7
Molecular Formula:C₂₉H₄₂N₂O₅SSi
Molecular Weight:558.814
Hs Code.:

2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

Synonyms:2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

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Chemical Property of 2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

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Technology Process of 2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

There total 8 articles about 2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl 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: 82.0%

: 918631-07-9
methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-((Z)-3-hydroxyprop-1-enyl)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

: 124-40-3
dimethyl amine

: 918631-13-7
2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

Guidance literature:: methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-((Z)-3-hydroxyprop-1-enyl)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate; With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; for 1.25h; cooling;

dimethyl amine; In dichloromethane; toluene;
DOI:10.1021/jm0601001

Reference yield:

: 947-65-9
methyl 2-hydroxy-1-naphthoate

: 918631-13-7
2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 70 percent / H₂ / Pd/C / methanol; H₂O / 2.5 h / 60 °C / 77572.2 Torr

2.1: pyridine / CH₂Cl₂ / -20 - 20 °C

3.1: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

4.1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

5.1: pyridine / 20 °C

6.1: NaH / tetrahydrofuran

6.2: 96 percent / tetrahydrofuran / 1.75 h

7.1: 60 percent / Pd(PtBu₃)2 / toluene / 2 h / 50 °C

8.1: i-Pr₂NEt; MsCl / CH₂Cl₂; toluene / 1.25 h / cooling

8.2: 82 percent / CH₂Cl₂; toluene

With pyridine; hydrogenchloride; palladium diacetate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydrogen; sodium hydride; caesium carbonate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; toluene; 3.1: Buchwald reaction;
DOI:10.1021/jm0601001

Reference yield:

: 846540-87-2
2-trifluoromethanesulfonyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester

: 918631-13-7
2-[[2-((Z)-3-Dimethylamino-propenyl)-benzenesulfonyl]-(2-trimethylsilanyl-ethoxymethyl)-amino]-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

2.1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

3.1: pyridine / 20 °C

4.1: NaH / tetrahydrofuran

4.2: 96 percent / tetrahydrofuran / 1.75 h

5.1: 60 percent / Pd(PtBu₃)2 / toluene / 2 h / 50 °C

6.1: i-Pr₂NEt; MsCl / CH₂Cl₂; toluene / 1.25 h / cooling

6.2: 82 percent / CH₂Cl₂; toluene

With hydrogenchloride; palladium diacetate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydride; caesium carbonate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; toluene; 1.1: Buchwald reaction;
DOI:10.1021/jm0601001