methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester
CAS No.:848642-02-4
Molecular Formula:C₂₉H₂₉NO₃SSi
Molecular Weight:499.706
Hs Code.:

methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid <i>tert</i>-butyl ester

Synonyms:methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

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Chemical Property of methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

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Technology Process of methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

There total 5 articles about methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic 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:

: 930-96-1
3-bromo-2-thiophenecarboxaldehyde

: 848642-02-4
methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₃SnCl; diisopropylamine / 20 °C

1.2: [PdCl₂(PPh₃)2] / toluene / 80 °C

2.1: 91 percent / MeLi; LiBr / diethyl ether / -78 °C

3.1: 100 percent / Dess-Martin reagent / CH₂Cl₂ / 0 °C

With tributyltin chloride; methyllithium; Dess-Martin periodane; diisopropylamine; lithium bromide; In diethyl ether; dichloromethane; 1.2: Stille coupling / 3.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2005.01.005

Reference yield:

: 341970-35-2
(N-tert-butoxycarbonyl-N-methyl)-2-iodobenzylamine

: 848642-02-4
methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / [PdCl₂(PPh₃)2] / toluene / 110 °C

2.1: K₂CO₃ / methanol / 0 °C

3.1: Bu₃SnCl; diisopropylamine / 20 °C

3.2: [PdCl₂(PPh₃)2] / toluene / 80 °C

4.1: 91 percent / MeLi; LiBr / diethyl ether / -78 °C

5.1: 100 percent / Dess-Martin reagent / CH₂Cl₂ / 0 °C

With tributyltin chloride; methyllithium; potassium carbonate; Dess-Martin periodane; diisopropylamine; lithium bromide; bis-triphenylphosphine-palladium(II) chloride; In methanol; diethyl ether; dichloromethane; toluene; 1.1: Stille coupling / 3.2: Stille coupling / 5.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2005.01.005

Reference yield:

: (2-buta-1,3-diynyl-benzyl)-methyl-carbamic acid tert-butyl ester

: 848642-02-4
methyl-(2-{4-[2-(5-trimethylsilanyl-penta-2,4-diynoyl)-thiophen-3-yl]-buta-1,3-diynyl}-benzyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₃SnCl; diisopropylamine / 20 °C

1.2: [PdCl₂(PPh₃)2] / toluene / 80 °C

2.1: 91 percent / MeLi; LiBr / diethyl ether / -78 °C

3.1: 100 percent / Dess-Martin reagent / CH₂Cl₂ / 0 °C

With tributyltin chloride; methyllithium; Dess-Martin periodane; diisopropylamine; lithium bromide; In diethyl ether; dichloromethane; 1.2: Stille coupling / 3.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2005.01.005