Spermexatol

Base Information

• Chemical Name: Spermexatol
• CAS No.: 117680-13-4
• Molecular Formula: C26H34 N4 O9
• Molecular Weight: 546.577
• DSSTox Substance ID: DTXSID40151868
• ChEMBL ID: CHEMBL121897
• Mol file: 117680-13-4.mol

Synonyms:N(4)-(N-methyl-N-hydroxysuccinamoyl)-N(1),N(8)-bis(2,3-dihydroxybenzoyl)spermidine;spermexatol

Chemical Property of Spermexatol

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 8.20±0.35(Predicted)
• Flash Point: °C
• PSA: 206.95000
• Density: 1.38g/cm³
• LogP: 2.44510
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 14
• Exact Mass: 546.23257867
• Heavy Atom Count: 39
• Complexity: 814

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)CCC(=O)N(CCCCNC(=O)C1=C(C(=CC=C1)O)O)CCCNC(=O)C2=C(C(=CC=C2)O)O)O

Technology Process of Spermexatol

There total 10 articles about Spermexatol 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: 90.0%

N4-(N-Methyl-N-(benzyloxy)succinamoyl)-N1,N8-bis(2,3-bis(benzyloxy)benzoyl)spermidine (117680-11-2) → Spermexatol <2> (117680-13-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h;

DOI:10.1021/jm00122a013

Reference yield:

methyl-2,3-dihydroxybenzoate (2411-83-8) → Spermexatol <2> (117680-13-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / K₂CO₃, NaI / dimethylformamide / 16 h / Ambient temperature

2: 3.05 g / aq. KOH / tetrahydrofuran / 2 h / Ambient temperature

3: 1.) N,N'-carbonyldiimidazole / 1.) CH₂Cl₂, 1 h, room temperature, 2.) CH₂Cl₂, overnight, room temperature

4: 82 percent / DMAP / tetrahydrofuran / Ambient temperature

5: 90 percent / H₂ / 10percent Pd/C / ethanol / 3 h

With dmap; potassium hydroxide; hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00122a013

Reference yield:

2,3-Dihydroxybenzoic acid (303-38-8) → Spermexatol <2> (117680-13-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / SOCl₂ / Ambient temperature

2: 87 percent / K₂CO₃, NaI / dimethylformamide / 16 h / Ambient temperature

3: 3.05 g / aq. KOH / tetrahydrofuran / 2 h / Ambient temperature

4: 1.) N,N'-carbonyldiimidazole / 1.) CH₂Cl₂, 1 h, room temperature, 2.) CH₂Cl₂, overnight, room temperature

5: 82 percent / DMAP / tetrahydrofuran / Ambient temperature

6: 90 percent / H₂ / 10percent Pd/C / ethanol / 3 h

With dmap; potassium hydroxide; thionyl chloride; hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00122a013

upstream raw materials:

N⁴-(N-Methyl-N-(benzyloxy)succinamoyl)-N¹,N⁸-bis(2,3-bis(benzyloxy)benzoyl)spermidine

methyl-2,3-dihydroxybenzoate

2,3-Dihydroxybenzoic acid

2,3-dibenzyloxybenzoic acid