tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate
CAS No.:893429-98-6
Molecular Formula:C₁₈H₂₆N₂O₄Se
Molecular Weight:413.375
Hs Code.:

Synonyms:tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

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Technology Process of tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

There total 11 articles about tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate 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: 92.0%

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 199942-74-0
(S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

: 893429-98-6
tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1271/bbb.69.1589

Reference yield:

: 893429-86-2
(S)-5-azido-7-(tert-butyldiphenylsilyloxy)heptanal

: 893429-98-6
tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄*2H₂O / H₂O; 2-methyl-propan-2-ol / 1 h / cooling

2: H₂ / Pd(OH)2/C / ethanol / 4 h / 20 °C

3: 4.29 g / toluene / 1 h / Heating

4: 48 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / 0 °C

5: 97 percent / aq. K₂CO₃ / tetrahydrofuran / 2 h / 0 °C

6: 76 percent / (n-Bu)4NF / tetrahydrofuran / 8 h / 0 °C

7: 92 percent / (n-Bu)3P / tetrahydrofuran / 12 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1271/bbb.69.1589

Reference yield:

: 893429-88-4
(S)-5-azido-7-(tert-butyldiphenylsilyloxy)heptanoic acid

: 893429-98-6
tert-butyl (S)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd(OH)2/C / ethanol / 4 h / 20 °C

2: 4.29 g / toluene / 1 h / Heating

3: 48 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / 0 °C

4: 97 percent / aq. K₂CO₃ / tetrahydrofuran / 2 h / 0 °C

5: 76 percent / (n-Bu)4NF / tetrahydrofuran / 8 h / 0 °C

6: 92 percent / (n-Bu)3P / tetrahydrofuran / 12 h / 20 °C

With tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1271/bbb.69.1589