(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

Base Information

Chemical Name:(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one
CAS No.:1327254-59-0
Molecular Formula:C₄₁H₄₂N₂O₄
Molecular Weight:626.795
Hs Code.:

Synonyms:(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

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Chemical Property of (3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

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Technology Process of (3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

There total 6 articles about (3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one 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: 91.0%

: 1327254-70-5
(S)-N-[3,5-bis(benzyloxy)phenethyl]-2-(dibenzylamino)-5-hydroxypentanamide

: 1327254-59-0
(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

Guidance literature:: (S)-N-[3,5-bis(benzyloxy)phenethyl]-2-(dibenzylamino)-5-hydroxypentanamide; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.666667h;

With triethylamine; In dichloromethane; at -78 - 5 ℃; for 0.5h; optical yield given as %de;
DOI:10.1016/j.tet.2011.06.023

Reference yield: 73.0%

: 1337879-16-9
C₄₁H₄₀N₂O₄

: 1327254-59-0
(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

Guidance literature:: C₄₁H₄₀N₂O₄; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 1h; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene; at -78 ℃; regioselective reaction;
DOI:10.1016/j.tet.2011.07.085

Reference yield:

: 188662-05-7
<2-<3,5-bis(benzyloxy)phenyl>ethyl>amine

: 1327254-59-0
(3S)-1-[3,5-bis(benzyloxy)phenethyl]-3-(dibenzylamino)-6-hydroxypiperidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0 - 20 °C / Inert atmosphere

1.2: 17 h / Reflux; Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -78 °C

2.2: 0.5 h / -78 - 5 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.tet.2011.06.023