5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

Base Information

Chemical Name:5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester
CAS No.:1400662-04-5
Molecular Formula:C₂₀H₂₆ClNO₄SSi
Molecular Weight:440.035
Hs Code.:

Synonyms:5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

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Chemical Property of 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

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Technology Process of 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

There total 8 articles about 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-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: 26.0%

: 264272-67-5
3-(tert-butyldimethylsilyloxy)benzylamine

: 1400662-03-4
3-Chloro-thiophene-2,5-dicarboxylic acid 2-methyl ester

: 1400662-04-5
5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

Reference yield:

: 76575-71-8
5-methyl-3-aminothiophene-2-carboxylic acid methyl ester

: 1400662-04-5
5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 °C

1.2: 0 - 65 °C

2.1: N-Bromosuccinimide / 1,1'-azobis(1-cyanocyclohexanenitrile) / tetrachloromethane / Reflux; pressure tube

3.1: sodium hydrogencarbonate / dimethyl sulfoxide / 4 h / 115 °C

4.1: periodic acid / acetonitrile / 0.5 h

4.2: 5 h

5.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 15 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; sodium hydrogencarbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; periodic acid; triethylamine; sodium nitrite; 1,1'-azobis(1-cyanocyclohexanenitrile); In tetrachloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 229343-19-5
3-chloro-5-methyl-2-thiophenecarboxylic acid methyl ester

: 1400662-04-5
5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / 1,1'-azobis(1-cyanocyclohexanenitrile) / tetrachloromethane / Reflux; pressure tube

2.1: sodium hydrogencarbonate / dimethyl sulfoxide / 4 h / 115 °C

3.1: periodic acid / acetonitrile / 0.5 h

3.2: 5 h

4.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 15 h / 20 °C

With N-Bromosuccinimide; sodium hydrogencarbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; periodic acid; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile); In tetrachloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;