(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

Base Information

Chemical Name:(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate
CAS No.:1334324-54-7
Molecular Formula:C₂₅H₂₈N₂O₆
Molecular Weight:452.507
Hs Code.:

Synonyms:(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

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Chemical Property of (2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

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Technology Process of (2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

There total 4 articles about (2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-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:

: 1334324-80-9
(S,E)-methyl 2-(2-(((benzyloxy)carbonyl)amino)-N-(4-oxopent-2-en-1-yl)-3-phenylpropanamido)acetate

: 1334324-21-8
(2S,6R)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

: 1334324-54-7
(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 20 ℃; for 4h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol202276h

Reference yield:

: 1334324-88-7
C₂₃H₂₆N₂O₅

: 1334324-54-7
(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 6 h / 45 °C / Inert atmosphere

2: trifluorormethanesulfonic acid / dichloromethane / 5 h / -20 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; trifluorormethanesulfonic acid; In dichloromethane; 2: Aza-Michael reaction;
DOI:10.1021/ol202276h

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 1334324-54-7
(2S,6S)-benzyl 2-benzyl-4-(2-methoxy-2-oxoethyl)-3-oxo-6-(2-oxopropyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 0 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 0 - 20 °C / Inert atmosphere

3: Hoveyda-Grubbs catalyst second generation / dichloromethane / 6 h / 45 °C / Inert atmosphere

4: trifluorormethanesulfonic acid / dichloromethane / 5 h / -20 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; trifluorormethanesulfonic acid; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; 4: Aza-Michael reaction;
DOI:10.1021/ol202276h