(E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane

Base Information

• Chemical Name: (E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane
• CAS No.: 365568-03-2
• Molecular Formula: C₂₅H₃₈N₄O₇
• Molecular Weight: 506.599

Synonyms:(E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane

Chemical Property of (E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane

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Technology Process of (E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane

There total 2 articles about (E)-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane 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: 87.0%

3,4-dimethoxy-trans-cinnamic acid (14737-89-4) + 1-amino-3-[N2,N3-bis(tert-butoxycarbonyl)guanidino]propane (214151-16-3) → (E)-3-[N2,N3-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane (365568-03-2)

Guidance literature:

3,4-dimethoxy-trans-cinnamic acid; With diethyl chlorophosphate; triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

1-amino-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]propane; With triethylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/jm001017v

Reference yield:

1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea (322474-21-5,107819-90-9) → (E)-3-[N2,N3-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane (365568-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 76 percent / tetrahydrofuran; H₂O / 1 h / 50 °C

2.1: (EtO)2P((O)Cl; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 87 percent / Et₃N / tetrahydrofuran; CH₂Cl₂ / 2 h / 20 °C

With diethyl chlorophosphate; triethylamine; In tetrahydrofuran; water;

DOI:10.1021/jm001017v

Reference yield: 47.0%

methanesulfonic acid (75-75-2,98527-29-8) + (E)-3-[N2,N3-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]propane (365568-03-2) → 3-(3,4-dimethoxy-phenyl)-N-(3-guanidino-propyl)-acrylamide; compound with methanesulfonic acid

Guidance literature:

In 1,4-dioxane; for 20h; Heating;

DOI:10.1021/jm001017v

upstream raw materials:

3,4-dimethoxy-trans-cinnamic acid

1-amino-3-[N²,N³-bis(tert-butoxycarbonyl)guanidino]propane

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

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