fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

Base Information

Chemical Name:fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate
CAS No.:954127-66-3
Molecular Formula:C₄₅H₅₉N₃O₇Si₂
Molecular Weight:810.15
Hs Code.:

fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

Synonyms:fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

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Chemical Property of fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

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Technology Process of fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

There total 13 articles about fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-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: 35.0%

: 954127-65-2
fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-(2-oxopyridin-5-yl)pyrrolidine-1-carboxylate

: 100-27-6
2-(4-nitrophenyl)ethanol

: 954127-66-3
fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; at 20 ℃; for 8h;
DOI:10.1002/ejoc.200700217

Reference yield:

: 13466-38-1
5-bromopyridin-2-ol

: 954127-66-3
fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / Ag₂CO₃ / tetrahydrofuran / 5 h / Heating

2.1: nBuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 809 mg / tetrahydrofuran; hexane / 2 h / -78 °C

3.1: 352 mg / H₂ / Pd/C / methanol / 0.5 h / 20 °C

4.1: 80 percent / aq. NaHCO₃ / tetrahydrofuran; dioxane / 1.5 h / 20 °C

5.1: 35 percent / Ph₃P; DIAD / dioxane / 8 h / 20 °C

With n-butyllithium; di-isopropyl azodicarboxylate; hydrogen; sodium hydrogencarbonate; triphenylphosphine; silver carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane;
DOI:10.1002/ejoc.200700217

Reference yield:

: 954127-62-9
(4S,5R)-4-{[(tert-butyl)dimethylsilyl]oxy}-5-{[(tert-butyl)dimethylsilyl]oxymethyl}-1-azacyclopent-1-ene

: 954127-66-3
fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 809 mg / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 352 mg / H₂ / Pd/C / methanol / 0.5 h / 20 °C

3.1: 80 percent / aq. NaHCO₃ / tetrahydrofuran; dioxane / 1.5 h / 20 °C

4.1: 35 percent / Ph₃P; DIAD / dioxane / 8 h / 20 °C

With n-butyllithium; di-isopropyl azodicarboxylate; hydrogen; sodium hydrogencarbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane;
DOI:10.1002/ejoc.200700217