Tert-butyl 3,4-diaminophenethylcarbamate

Base Information

• Chemical Name: Tert-butyl 3,4-diaminophenethylcarbamate
• CAS No.: 159417-95-5
• Molecular Formula: C₁₃H₂₁N₃O₂
• Molecular Weight: 251.329
• DSSTox Substance ID: DTXSID801198941
• Mol file: 159417-95-5.mol

Synonyms:tert-butyl 3,4-diaminophenethylcarbamate;159417-95-5;SCHEMBL14431419;DTXSID801198941;CS-0371370;FT-0710526;1,1-Dimethylethyl N-[2-(3,4-diaminophenyl)ethyl]carbamate

Chemical Property of Tert-butyl 3,4-diaminophenethylcarbamate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 251.16337692
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCC1=CC(=C(C=C1)N)N

Technology Process of Tert-butyl 3,4-diaminophenethylcarbamate

There total 9 articles about Tert-butyl 3,4-diaminophenethylcarbamate 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: 100.0%

4-<2-(N-tert-butoxycarbonyl)aminoethyl>-2-nitroaniline (159417-94-4) → 4-<2-(N-tert-butoxycarbonyl)aminoethyl>-1,2-diaminobenzene (159417-95-5)

Guidance literature:

With 10% palladium on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1016/j.bmcl.2009.07.016

Reference yield:

N-<2-(4-nitrophenyl)ethyl>acetamide (6270-07-1) → 4-<2-(N-tert-butoxycarbonyl)aminoethyl>-1,2-diaminobenzene (159417-95-5)

Guidance literature:

Multi-step reaction with 6 steps

1: ammonia; hydrogen / ethanol / 21 h / 45 °C

2: 0.25 h / 20 °C

3: nitric acid; acetic anhydride / 20 h / 0 - 20 °C

4: hydrogenchloride; water / 18 h / Reflux

5: sodium hydroxide / 1,4-dioxane; water / 1 h / 0 - 20 °C

6: palladium on activated charcoal; hydrogen / methanol / 20 h / 20 °C

With hydrogenchloride; palladium on activated charcoal; ammonia; water; hydrogen; nitric acid; acetic anhydride; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; water;

DOI:10.1016/j.bmcl.2011.02.108

Reference yield:

4-<2-(acetamido)ethyl>-acetanilide (159417-92-2) → 4-<2-(N-tert-butoxycarbonyl)aminoethyl>-1,2-diaminobenzene (159417-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 43 percent / HNO₃, conc. H₂SO₄ / acetic anhydride / 4 h, 0 deg C; 20 h, RT

2: 92 percent / 6 N HCl / 4 h / Heating

3: 93 percent / 1.0 N NaOH / dioxane; H₂O / 0.5 h / Ambient temperature

4: hydrazine hydrate / Ra-Ni / ethanol; 1,2-dichloro-ethane / 1 h / Heating

With hydrogenchloride; sodium hydroxide; sulfuric acid; nitric acid; hydrazine hydrate; Ra-Ni; In 1,4-dioxane; ethanol; water; acetic anhydride; 1,2-dichloro-ethane;

upstream raw materials:

4-<2-(N-tert-butoxycarbonyl)aminoethyl>-2-nitroaniline

p-Aminophenethylamine

di-tert-butyl dicarbonate

4-<2-(acetamido)ethyl>-acetanilide

Downstream raw materials:

4-<2-(N-tert-butoxycarbonyl)aminoethyl>-1,2-di-trifluoroacetamidobenzene

C₂₀H₂₀F₃N₅O₃

C₁₉H₁₇ClF₃N₅O₂