[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Base Information

Chemical Name:[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester
CAS No.:1005761-06-7
Molecular Formula:C₂₂H₂₉N₃O₆
Molecular Weight:431.489
Hs Code.:

Synonyms:[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

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Chemical Property of [(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

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Technology Process of [(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

There total 5 articles about [(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester 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: 78.0%

: 1005761-03-4
[(2S,5S)-5-azidomethyl-4-benzyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 1005761-06-7
[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Guidance literature:: With trimethylphosphane; In tetrahydrofuran; at -20 - 20 ℃; for 5h;
DOI:10.1021/jo702072z

Reference yield:

: 1005760-99-5
[(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

: 1005761-06-7
[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen azide; di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane; toluene / 3.5 h / -20 °C / Inert atmosphere

2: trimethylphosphane / tetrahydrofuran / 5 h / -20 - 20 °C / Inert atmosphere

With hydrogen azide; di-isopropyl azodicarboxylate; triphenylphosphine; trimethylphosphane; In tetrahydrofuran; dichloromethane; toluene; 1: Mitsunobu reaction;
DOI:10.1002/chem.201200457

Reference yield:

: 1258937-53-9
4-allyl 1-[(2S)-2-(benzylamino)-3-methoxy-3-oxopropyl] N-(tert-butoxycarbonyl)-L-aspartate

: 1005761-06-7
[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Guidance literature:: Multi-step reaction with 4 steps

1: dichloromethane / 2 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 18 h / 20 °C / Inert atmosphere

3: hydrogen azide; di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane; toluene / 3.5 h / -20 °C / Inert atmosphere

4: trimethylphosphane / tetrahydrofuran / 5 h / -20 - 20 °C / Inert atmosphere

With hydrogen azide; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trimethylphosphane; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 3: Mitsunobu reaction;
DOI:10.1002/chem.201200457