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

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Chemical Name:2-[(3R,6S)-4-benzyl-3-({(2R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido}methyl)-2,5-dioxopiperazin-6-yl]acetic acid
CAS No.:1342198-66-6
Molecular Formula:C₂₄H₃₂N₄O₇
Molecular Weight:488.541
Hs Code.:

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

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

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

There total 3 articles about 2-[(3R,6S)-4-benzyl-3-({(2R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido}methyl)-2,5-dioxopiperazin-6-yl]acetic acid 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%

: 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

Reference yield:

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

: 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:: Multi-step reaction with 3 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

3.1: pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine / dichloromethane / 2.25 h / 0 - 20 °C / Inert atmosphere

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triphenylphosphine; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201100794

Reference yield:

: C₂HF₃O₂*C₁₇H₂₁N₃O₄

: 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:: Multi-step reaction with 2 steps

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

1.2: 0 - 20 °C / Inert atmosphere

2.1: pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine / dichloromethane / 2.25 h / 0 - 20 °C / Inert atmosphere

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triphenylphosphine; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201100794