BISUCABERIN

Base Information

• Chemical Name: BISUCABERIN
• CAS No.: 112972-60-8
• Molecular Formula: C₁₈H₃₂N₄O₆
• Molecular Weight: 400.475
• Mol file: 112972-60-8.mol

Synonyms:Bisucaberin;Bisucaberine; NSC 619796

Chemical Property of BISUCABERIN

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 139.28000
• Density: 1.162g/cm³
• LogP: 1.10240

Purity/Quality:

95% ^*data from raw suppliers

BISUCABERIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BISUCABERIN

There total 25 articles about BISUCABERIN 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: 89.0%

6,17-bis(benzyloxy)-1,6,12,17-tetraazacyclodocosane-2,5,13,16-tetrone (129245-26-7) → bisucaberin (112972-60-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h; under 760 Torr;

DOI:10.1016/S0040-4020(01)81074-7

Reference yield:

21-amino-5,16-bis(benzyloxy)-4,12,15-trioxo-5,11,16-triazaheneicosanoic acid (129245-25-6) → bisucaberin (112972-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / diphenylphosphoryl azide / dimethylformamide / 72 h / 0 - 5 °C

2: 89 percent / H₂ / 10percent Pd-C / methanol / 6 h / 760 Torr

With diphenylphosphoranyl azide; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81074-7

Reference yield:

δ-chlorovaleronitrile (6280-87-1) → bisucaberin (112972-60-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) sodium iodide, 80percent sodium hydride / 1.) DMF, 15 min, 2.) DMF, 80 - 85 deg C, 4 h

2: 83 percent / conc. NH₄OH, NH₃ / Raney nickel / methanol / 3.5 h / 0 °C / 2844.3 - 2999.5 Torr

3: 65 percent / 4-dimethylaminopyridine, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 45 min, 2.) room temp., 19 h

4: 83 percent / TFA / 0.33 h / Ambient temperature

5: 96 percent / pyridine / 1.5 h / 106 °C

6: 65 percent / conc. NH₄OH, NH₃ / Raney nickel / methanol / 3 h / 0 °C / 2844.3 - 2999.5 Torr

7: 43 percent / diphenylphosphoryl azide / dimethylformamide / 72 h / 0 - 5 °C

8: 89 percent / H₂ / 10percent Pd-C / methanol / 6 h / 760 Torr

With dmap; ammonium hydroxide; diphenylphosphoranyl azide; hydrogen; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; nickel; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81074-7

upstream raw materials:

6,17-bis(benzyloxy)-1,6,12,17-tetraazacyclodocosane-2,5,13,16-tetrone

δ-chlorovaleronitrile

O-benzyl-N-(5-aminopentyl)-N-(tert-butoxycarbonyl)hydroxylamine

5,16-bis(benzyloxy)-20-cyano-4,12,15-trioxo-5,11,16-triazaeicosanoic acid