avellanin A

Base Information

• Chemical Name: avellanin A
• CAS No.: 110297-47-7
• Molecular Formula: C31H39 N5 O5
• Molecular Weight: 561.681
• Mol file: 110297-47-7.mol

Synonyms:Pyrrolo[2,1-l][1,4,7,10,13]benzopentaazacyclohexadecine,cyclic peptide deriv.; Avellanin A

Chemical Property of avellanin A

Chemical Property:

• Vapor Pressure: 4.33E-27mmHg at 25°C
• Boiling Point: 821.4°Cat760mmHg
• Flash Point: 450.5°C
• PSA: 127.92000
• Density: 1.217g/cm³
• LogP: 3.02000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of avellanin A

There total 14 articles about avellanin A 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: 26.0%

H-L-Pr-D-MePhe-D-Ala-L-Ile-Ant-OH (689735-34-0) → avellanin A (110297-47-7)

Guidance literature:

With diphenyl-phosphinic acid; sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 24h; Ambient temperature;

DOI:10.1248/cpb.37.930

Reference yield:

C31H41N5O6 → avellanin A (110297-47-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153340

Reference yield:

Fmoc-Pro-OH (71989-31-6) → avellanin A (110297-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 19 h / 20 °C

1.2: 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane;

DOI:10.1016/j.tetlet.2021.153340

upstream raw materials:

H-L-Pr-D-MePhe-D-Ala-L-Ile-Ant-OH

1-(tert-butoxycarbonyl)-L-proline

((1S,2S)-1-Chlorocarbonyl-2-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

H-Ile-Ant-OMe