tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate
CAS No.:1342198-62-2
Molecular Formula:C₂₇H₃₆N₄O₇
Molecular Weight:528.605
Hs Code.:

Synonyms:tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

There total 2 articles about tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]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:

: C₂HF₃O₂*C₁₇H₂₁N₃O₄

: 37784-17-1,59433-50-0
N-(tert-butoxycarbonyl)-D-proline

: 1342198-62-2
tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

Guidance literature:: N-(tert-butoxycarbonyl)-D-proline; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In acetonitrile; at 0 ℃; for 0.5h; Inert atmosphere;

C₂HF₃O₂*C₁₇H₂₁N₃O₄; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201100794

Reference yield:

: 1342198-58-6
allyl [(3R,6S)-4-benzyl-3-(tert-butoxycarbonylaminomethyl)-2,5-dioxopiperazin-6-yl]acetate

: 1342198-62-2
tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 2 h / 0 °C / Inert atmosphere

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201100794

Reference yield: 91.0%

: 1342198-62-2
tert-butyl (2R)-2-[({3R,6S}-6-{2-(allyloxy)-2-oxoethyl}-4-benzyl-2,5-dioxopiperazin-3-yl)methylcarbamoyl]pyrrolidine-1-carboxylate

: 1342198-66-6
2-[(3R,6S)-4-benzyl-3-({(2R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido}methyl)-2,5-dioxopiperazin-6-yl]acetic acid

Guidance literature:: With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 2.25h; Inert atmosphere;
DOI:10.1002/ejoc.201100794