N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine

Base Information

• Chemical Name: N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine
• CAS No.: 239482-68-9
• Molecular Formula: C₂₆H₄₂N₄O₅
• Molecular Weight: 490.643

Synonyms:N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine

Chemical Property of N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine

Chemical Property:

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Technology Process of N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine

There total 4 articles about N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)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: 79.0%

3-(1-pyrrolidinyl)propylamine (23159-07-1) + 1,3'-bis(tert-butoxycarbonyl)-1-(4-methoxybenzyl)-2-methyl-3-thiopseudourea (239482-67-8) → N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine (239482-68-9)

Guidance literature:

In tetrahydrofuran; water; for 2h; Heating;

DOI:10.1021/jm990952j

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine (239482-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 20 °C

2: 79 percent / tetrahydrofuran; H₂O / 2 h / Heating

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; 1: Condensation / 2: Substitution;

DOI:10.1021/jm990952j

Reference yield:

N,N'-bis-Boc-S-methyl-isothiourea (322474-21-5) → N,N'-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)-N''-(3-pyrrolidin-1-ylpropyl)guanidine (239482-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 20 °C

2: 79 percent / tetrahydrofuran; H₂O / 2 h / Heating

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; 1: Condensation / 2: Substitution;

DOI:10.1021/jm990952j

upstream raw materials:

3-(1-pyrrolidinyl)propylamine

1,3'-bis(tert-butoxycarbonyl)-1-(4-methoxybenzyl)-2-methyl-3-thiopseudourea

4-Methoxybenzyl alcohol

N,N'-bis-Boc-S-methyl-isothiourea

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