tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

Base Information

Chemical Name:tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate
CAS No.:1619924-94-5
Molecular Formula:C₂₂H₃₅NO₄
Molecular Weight:377.524
Hs Code.:

Synonyms:tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

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Chemical Property of tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

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Technology Process of tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

There total 8 articles about tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate 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: 85.0%

: 1619924-93-4
tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-(tert-butyldimethylsiloxy)pentanoate

: 1619924-94-5
tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/c4cc02135e

Reference yield:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: 1619924-94-5
tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride; n-butyllithium / tetrahydrofuran / 16 h / -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: iodine; 1H-imidazole; triphenylphosphine / acetonitrile / 16 h / 80 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1039/c4cc02135e

Reference yield:

: 117471-84-8
1,1-dimethylethyl (E)-7-hydroxyhept-2-enoate

: 1619924-94-5
tert-butyl (R,R)-2-[N(1')-(p-methoxybenzyl)piperidin-2'-yl]-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: iodine; 1H-imidazole; triphenylphosphine / acetonitrile / 16 h / 80 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1039/c4cc02135e