2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

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Chemical Name:2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester
CAS No.:910136-49-1
Molecular Formula:C₂₁H₂₉NO₅Si
Molecular Weight:403.55
Hs Code.:

Synonyms:2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

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Chemical Property of 2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

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Technology Process of 2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

There total 6 articles about 2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-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: 100.0%

: 910136-53-7
1,2-dimethoxy-4-trimethylsilanylethynyl-5-(1-trimethylsilanyloxy-vinyl)-benzene

: 56475-88-8
methyl 2-methoxypyrrolidine-1-carboxylate

: 910136-49-1
2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo061053n

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 910136-49-1
2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / Br₂; AcOH / 5 h / 20 °C

2: 90 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

3: tetrahydrofuran; diethyl ether / 1 h / 20 °C

4: 1.15 g / PCC / CH₂Cl₂ / 1 h

5: Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

6: 100 percent / TMSOTf / CH₂Cl₂ / 1 h / -78 °C

With copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; bromine; acetic acid; triethylamine; pyridinium chlorochromate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Sonogashira coupling;
DOI:10.1021/jo061053n

Reference yield:

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 910136-49-1
2-[2-(4,5-dimethoxy-2-trimethylsilanylethynyl-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

2: tetrahydrofuran; diethyl ether / 1 h / 20 °C

3: 1.15 g / PCC / CH₂Cl₂ / 1 h

4: Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

5: 100 percent / TMSOTf / CH₂Cl₂ / 1 h / -78 °C

With copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; triethylamine; pyridinium chlorochromate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Sonogashira coupling;
DOI:10.1021/jo061053n