N8-Acetylspermidine

Base Information

• Chemical Name: N8-Acetylspermidine
• CAS No.: 13431-24-8
• Molecular Formula: C9H21 N3 O
• Molecular Weight: 187.285
• Hs Code.: 2924199090
• European Community (EC) Number: 636-456-8
• DSSTox Substance ID: DTXSID60158637
• Nikkaji Number: J362.759D
• Wikidata: Q3869341
• Metabolomics Workbench ID: 38065
• ChEMBL ID: CHEMBL78630
• Mol file: 13431-24-8.mol

Synonyms:N(8)-acetylspermidine;N(8)-acetylspermidine dihydrochloride;N(8)-monoacetylspermidine

Chemical Property of N8-Acetylspermidine

Chemical Property:

• Vapor Pressure: 4.49E-06mmHg at 25°C
• Boiling Point: 383.2°Cat760mmHg
• PKA: 16.46±0.46(Predicted)
• Flash Point: 185.5°C
• PSA: 70.64000
• Density: 0.957g/cm³
• LogP: 1.77260
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 187.168462302
• Heavy Atom Count: 13
• Complexity: 128

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NCCCCNCCCN

Technology Process of N8-Acetylspermidine

There total 13 articles about N8-Acetylspermidine 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%

N8-acetyl-n1-phenylmethoxycarbonylspermidine (86563-01-1) → N8-Acetyl-Spermidine (13431-24-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; In water; at 20 ℃; for 4h;

DOI:10.1002/anie.202005915

Reference yield: 98.0%

{3-[(4-Acetylamino-butyl)-benzyloxycarbonyl-amino]-propyl}-carbamic acid benzyl ester (126993-31-5) → N8-Acetyl-Spermidine (13431-24-8)

Guidance literature:

With hydrogen; palladium;

Reference yield: 63.0%

N8-acetyl-n1-phenylmethoxycarbonylspermidine (86563-01-1) → N8-Acetyl-Spermidine (13431-24-8)

Guidance literature:

palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4039(00)82421-1

upstream raw materials:

N-[4-(Tetrahydro-pyrimidin-1-yl)-butyl]-acetamide

{3-[(4-Acetylamino-butyl)-benzyloxycarbonyl-amino]-propyl}-carbamic acid benzyl ester

N⁸-acetyl-n1-phenylmethoxycarbonylspermidine

N¹-benzyloxycarbonyl-N³-tert-butyloxycarbonyl-spermidine

Downstream raw materials:

N¹,N³-spermidinebis(acetamide)

4-(acetylamino)butanal

Trimethylenediamine

Refernces

• 1、 Lurdes,Almeida,Grehn,Ragnarsson. "Facile synthesis of monoacetylated spermidines, illustrating selective deacetylation and application of a common precursor.". . p. 990 - 994. Retrieved 2007/10/02.
• 2、 Tice, Colin M.,Ganem, Bruce. "The Chemistry of Naturally Occurring Polyamines. 6. Efficient Syntheses of N1-and N8-Acetylspermidine". . p. 2106 - 2108. Retrieved 2007/10/02.