(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

Base Information

Chemical Name:(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate
CAS No.:1380230-91-0
Molecular Formula:C₁₈H₂₃N₅O₅
Molecular Weight:389.411
Hs Code.:

Synonyms:(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

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Chemical Property of (S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

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Technology Process of (S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

There total 7 articles about (S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate 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: 83.0%

: 2-azido-3-(4-tert-butoxy-phenyl)-propylamine

: 74124-79-1
di(succinimido) carbonate

: 1380230-91-0
(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

Guidance literature:: In dichloromethane; for 3h;
DOI:10.1021/ol3012106

Reference yield:

: 444884-80-4
(S)-2-azido-3-(4-(tert-butoxy)phenyl)propan-1-ol

: 1380230-91-0
(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

2: hydrazine hydrate / methanol / 4 h / Reflux

3: dichloromethane / 3 h

With di-isopropyl azodicarboxylate; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/ol3012106

Reference yield:

: 5545-54-0
N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine

: 1380230-91-0
(S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-(4-(tert-butoxy)phenyl)propyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -20 °C / Inert atmosphere

1.2: 0.33 h / -20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 750.08 Torr

3.1: imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate / methanol / 20 °C

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

5.1: hydrazine hydrate / methanol / 4 h / Reflux

6.1: dichloromethane / 3 h

With 4-methyl-morpholine; imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; potassium carbonate; hydrazine hydrate; triphenylphosphine; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; 4.1: Mitsunobu reaction;
DOI:10.1021/ol3012106