4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

Base Information

Chemical Name:4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide
CAS No.:185417-15-6
Molecular Formula:C₃₆H₄₄N₂O₄SSi
Molecular Weight:628.908
Hs Code.:

Synonyms:4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

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Chemical Property of 4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

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Technology Process of 4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

There total 5 articles about 4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide 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: 67.0%

: 593-51-1
methylamine hydrochloride

: 185416-95-9
4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzoic acid methyl ester

: 185417-15-6
4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

Guidance literature:: With trimethylaluminum; In toluene; at 50 ℃; for 21h;
DOI:10.1021/jm9606352

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 185417-15-6
4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h

2: 88 percent / Et₃N / 1,2-dichloro-ethane / Ambient temperature

3: 54 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C

4: 67 percent / Me₃Al / toluene / 21 h / 50 °C

With dmap; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; trimethylaluminum; triethylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm9606352

Reference yield:

: 84449-90-1
Raloxifen

: 185417-15-6
4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h

2: 88 percent / Et₃N / 1,2-dichloro-ethane / Ambient temperature

3: 54 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C

4: 67 percent / Me₃Al / toluene / 21 h / 50 °C

With dmap; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; trimethylaluminum; triethylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm9606352