N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine

Base Information

• Chemical Name: N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine
• CAS No.: 151915-04-7
• Molecular Formula: 4BrH*C₁₅H₃₄N₄
• Molecular Weight: 594.11
• DSSTox Substance ID: DTXSID70164906
• ChEMBL ID: CHEMBL96761
• Mol file: 151915-04-7.mol

Synonyms:CPENSpm;N(1)-ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine;NNCMDU

Chemical Property of N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine

Chemical Property:

• Vapor Pressure: 2.84E-06mmHg at 25°C
• Boiling Point: 389.5°Cat760mmHg
• Flash Point: 194.1°C
• PSA: 48.12000
• Density: g/cm³
• LogP: 6.34100
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 593.97890
• Heavy Atom Count: 23
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNCCCNCCCNCCCNCC1CC1.Br.Br.Br.Br

Technology Process of N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine

There total 13 articles about N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine 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: 71.0%

1--N-<(2-mesitylene)sulfonyl>amino>-4,8-bis-11-amino>-4,8-diazaundecane (151915-15-0) → 1-{[(cyclopropyl)methyl]amino}-11-(ethylamino)-4,8-diazaundecane tetrahydrobromide (151915-04-7)

Guidance literature:

With hydrogen bromide; acetic acid; In ethyl acetate; for 15h; Ambient temperature;

DOI:10.1021/jm00072a020

Reference yield:

N-ethyl-N-(3-iodopropyl)-(2-mesitylene)sulfonamide (151915-08-1) → 1-{[(cyclopropyl)methyl]amino}-11-(ethylamino)-4,8-diazaundecane tetrahydrobromide (151915-04-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / NaH / dimethylformamide / 0.5 h / 0 °C

2: 75.5 percent / H₂ / 10percent Pd/C / CHCl₃; methanol / 48 h / 2585.7 Torr / Ambient temperature

3: 61 percent / 10percent aq. NaOH / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 100 percent / hydrazine / methanol / 18 h / 50 °C

5: 50 percent / 10percent aq. NaOH / CH₂Cl₂ / 3 h / 0 - 20 °C

6: 56 percent / NaH / dimethylformamide / 0.5 h / 0 °C

7: 71 percent / 30percent aq. HBr, AcOH / ethyl acetate; various solvent(s) / 15 h / Ambient temperature

With sodium hydroxide; hydrogen bromide; hydrogen; sodium hydride; acetic acid; hydrazine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00072a020

Reference yield:

1-phthalimido-4-(N-benzyl)-7-<<(2-mesitylene)sulfonyl>amino>-4-azaheptane (151915-06-9) → 1-{[(cyclopropyl)methyl]amino}-11-(ethylamino)-4,8-diazaundecane tetrahydrobromide (151915-04-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / NaH / dimethylformamide / 0.5 h / 0 °C

2: 75.5 percent / H₂ / 10percent Pd/C / CHCl₃; methanol / 48 h / 2585.7 Torr / Ambient temperature

3: 61 percent / 10percent aq. NaOH / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 100 percent / hydrazine / methanol / 18 h / 50 °C

5: 50 percent / 10percent aq. NaOH / CH₂Cl₂ / 3 h / 0 - 20 °C

6: 56 percent / NaH / dimethylformamide / 0.5 h / 0 °C

7: 71 percent / 30percent aq. HBr, AcOH / ethyl acetate; various solvent(s) / 15 h / Ambient temperature

With sodium hydroxide; hydrogen bromide; hydrogen; sodium hydride; acetic acid; hydrazine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00072a020

upstream raw materials:

1--N-<(2-mesitylene)sulfonyl>amino>-4,8-bis-11-amino>-4,8-diazaundecane

N¹,N³-bis(3-aminopropyl)-N¹,N³-bis(1,1-dimethylethoxycarbonyl)propane-1,3-diamine

N¹,N³-bis(2-cyanoethyl)-N¹,N³-bis(1,1-dimethylethoxycarbonyl)propane-1,3-diamine

N-ethyl-N-(3-iodopropyl)-(2-mesitylene)sulfonamide