2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

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Chemical Name:2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester
CAS No.:316129-33-6
Molecular Formula:C₂₄H₃₆ClNO₃SeSi
Molecular Weight:529.053
Hs Code.:

Synonyms:2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

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Chemical Property of 2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

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Technology Process of 2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

There total 8 articles about 2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic 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: 84.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 316129-32-5
3-[2-(4-chlorophenylselanyl)ethyl]-4-methyl-2-oxo-2,5-dihydropyrrole-1-carboxylic acid, tert-butyl ester

: 316129-33-6
2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/jo005531k

Reference yield:

: 20541-49-5
bis(p-chlorophenyl) diselenide

: 316129-33-6
2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / ethanol / 0.5 h / 0 °C

2: 12.43 g / ethanol; tetrahydrofuran / Heating

3: 100 percent / (COCl)2 / CH₂Cl₂ / 4 h / 20 °C

4: Et₃N / CH₂Cl₂ / 0 - 20 °C

5: 10.17 g / aq. HCl / CH₂Cl₂ / 1 h

6: 94 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

7: 60 percent / t-BuOK / tetrahydrofuran / 0.33 h / -10 °C

8: 84 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; sodium tetrahydroborate; oxalyl dichloride; potassium tert-butylate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo005531k

Reference yield:

: 41491-33-2
sodium p-chlorophenylselenide

: 316129-33-6
2-(tert-butyldimethylsilanyloxy)-3-[2-(4-chlorophenylselanyl)ethyl]-4-methylpyrrole-1-carboxylic acid, tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 12.43 g / ethanol; tetrahydrofuran / Heating

2: 100 percent / (COCl)2 / CH₂Cl₂ / 4 h / 20 °C

3: Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 10.17 g / aq. HCl / CH₂Cl₂ / 1 h

5: 94 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

6: 60 percent / t-BuOK / tetrahydrofuran / 0.33 h / -10 °C

7: 84 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; oxalyl dichloride; potassium tert-butylate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo005531k