tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

Base Information

Chemical Name:tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate
CAS No.:1310689-16-7
Molecular Formula:C₂₁H₃₀N₂O₄S₂
Molecular Weight:438.612
Hs Code.:

Synonyms:tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

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Chemical Property of tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

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Technology Process of tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

There total 2 articles about tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]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: 46.0%

: 1310689-15-6
2-(5-bromo-2-nitro-phenyl)-[1,3]-dithiane

: 159635-49-1
tert-butyl 4-methylidenepiperidine-1-carboxylate

: 1310689-16-7
tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

Guidance literature:: tert-butyl 4-methylidenepiperidine-1-carboxylate; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; for 1h; Reflux;

2-(5-bromo-2-nitro-phenyl)-[1,3]-dithiane; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 65 ℃; for 3h;
DOI:10.1016/j.ejmech.2011.03.013

Reference yield:

: 20357-20-4
5-bromo-2-nitrobenzaldehyde

: 1310689-16-7
tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / toluene / 20 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1 h / Reflux

2.2: 3 h / 65 °C

With boron trifluoride diethyl etherate; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; toluene; 2.2: Suzuki coupling;
DOI:10.1016/j.ejmech.2011.03.013

Reference yield: 99.0%

: 1310689-16-7
tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate

: 4-[3-(1,3-dithian-2-yl)-4-nitrobenzyl]piperidine hydrochloride

Guidance literature:: tert-butyl 1-[4-(3-[1,3-dithian-2-yl]-4-nitrobenzyl)piperidin-1-yl]carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With hydrogenchloride; In dichloromethane; water;
DOI:10.1016/j.ejmech.2011.03.013