N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

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Chemical Name:N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine
CAS No.:346423-25-4
Molecular Formula:C₂₅H₃₉N₃O₆
Molecular Weight:477.601
Hs Code.:

Synonyms:N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

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Chemical Property of N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

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Technology Process of N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

There total 5 articles about N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine 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: 60.0%

: 145013-05-4
tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

: 346423-32-3
1-(2-[1,3]dioxolan-2-yl-ethyl)-3-phenyl-propylamine

: 346423-25-4
N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1021/jo0100998

Reference yield:

: 18742-02-4
2-bromo-2-(2-ethyl)dioxolane

: 346423-25-4
N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Mg; I₂ / tetrahydrofuran / 3 h / 0 °C

1.2: 78 percent / tetrahydrofuran / 0.33 h / 0 °C

2.1: 80 percent / PPh₃; HN₃; diethyl azodicarboxylate / tetrahydrofuran; toluene / 2.25 h / 0 - 20 °C

3.1: 99 percent / LiAlH₄ / diethyl ether / 1.75 h / 0 - 20 °C

4.1: 60 percent / Et₃N; 2-chloro-N-methylpyridinium iodide / dimethylformamide / 14 h / 20 °C

With lithium aluminium tetrahydride; tris-(2-chloro-ethyl)-amine; 2-chloro-1-methyl-pyridinium iodide; iodine; magnesium; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; 1.2: Grignard reaction / 2.1: Mitsunobu reaction;
DOI:10.1021/jo0100998

Reference yield:

: 104-53-0
3-phenyl-propionaldehyde

: 346423-25-4
N,N'-bis(tert-butoxycarbonyl)-N''-{1-[2-(1,3-dioxolan-2-yl)ethyl]-3-phenylpropyl}guanidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Mg; I₂ / tetrahydrofuran / 3 h / 0 °C

1.2: 78 percent / tetrahydrofuran / 0.33 h / 0 °C

2.1: 80 percent / PPh₃; HN₃; diethyl azodicarboxylate / tetrahydrofuran; toluene / 2.25 h / 0 - 20 °C

3.1: 99 percent / LiAlH₄ / diethyl ether / 1.75 h / 0 - 20 °C

4.1: 60 percent / Et₃N; 2-chloro-N-methylpyridinium iodide / dimethylformamide / 14 h / 20 °C

With lithium aluminium tetrahydride; tris-(2-chloro-ethyl)-amine; 2-chloro-1-methyl-pyridinium iodide; iodine; magnesium; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; 1.2: Grignard reaction / 2.1: Mitsunobu reaction;
DOI:10.1021/jo0100998