Argiotoxin 659

Base Information

• Chemical Name: Argiotoxin 659
• CAS No.: 111944-83-3
• Molecular Formula: C31H53 N11 O5
• Molecular Weight: 659.833
• DSSTox Substance ID: DTXSID40920617
• Nikkaji Number: J2.440.963E
• Wikidata: Q27116138
• Metabolomics Workbench ID: 68275
• Mol file: 111944-83-3.mol

Synonyms:argiopinin 3;argiopinin III;argiopinine 3;argiotoxin 659

Chemical Property of Argiotoxin 659

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 9.76±0.40(Predicted)
• Flash Point: °C
• PSA: 289.85000
• Density: 1.37g/cm³
• LogP: 5.07250
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 25
• Exact Mass: 659.42311383
• Heavy Atom Count: 47
• Complexity: 982

Purity/Quality:

ARGIOTOXIN 659 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=CN2)CC(=O)NC(CC(=O)N)C(=O)NCCCCCNCCCNCCCNC(=O)C(CCCN=C(N)N)N
• Isomeric SMILES: C1=CC2=C(C(=C1)O)C(=CN2)CC(=O)N[C@@H](CC(=O)N)C(=O)NCCCCCNCCCNCCCNC(=O)[C@H](CCCN=C(N)N)N

Technology Process of Argiotoxin 659

There total 12 articles about Argiotoxin 659 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:

5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3) → Argiotoxin 659 (111944-83-3,117306-99-7)

Guidance literature:

Multi-step reaction with 12 steps

1: 99 percent / NaBH₄, MgSO₄ / methanol

2: 79 percent / KF, celite / acetonitrile / 82 °C

3: NH₂NH₂ / methanol / 50 °C

4: NaBH₄, MgSO₄ / methanol

5: KF, celite / acetonitrile / 82 °C

6: NH₂NH₂ / methanol / 50 °C

7: 88 percent / CH₂Cl₂

8: TFA

9: TEA / CH₂Cl₂

10: TFA

11: 71 percent / HOBt, DCC / CH₂Cl₂

12: Hydrogen / Pd(OH)2 / acetic acid

With potassium fluoride; sodium tetrahydroborate; Celite; TEA; hydrogen; magnesium sulfate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; hydrazine; palladium dihydroxide; In methanol; dichloromethane; acetic acid; acetonitrile;

DOI:10.1016/S0040-4039(00)82310-2

Reference yield:

C76H89N11O11 → Argiotoxin 659 (111944-83-3,117306-99-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In acetic acid;

DOI:10.1016/S0040-4039(00)82310-2

Reference yield:

N1-benzyl-N5-(tert-butoxycarbonyl)-1,5-diaminopentane (122631-98-5) → Argiotoxin 659 (111944-83-3,117306-99-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 79 percent / KF, celite / acetonitrile / 82 °C

2: NH₂NH₂ / methanol / 50 °C

3: NaBH₄, MgSO₄ / methanol

4: KF, celite / acetonitrile / 82 °C

5: NH₂NH₂ / methanol / 50 °C

6: 88 percent / CH₂Cl₂

7: TFA

8: TEA / CH₂Cl₂

9: TFA

10: 71 percent / HOBt, DCC / CH₂Cl₂

11: Hydrogen / Pd(OH)2 / acetic acid

With potassium fluoride; sodium tetrahydroborate; Celite; TEA; hydrogen; magnesium sulfate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; hydrazine; palladium dihydroxide; In methanol; dichloromethane; acetic acid; acetonitrile;

DOI:10.1016/S0040-4039(00)82310-2

upstream raw materials:

5-tert-butoxycarbonylamino-1-aminopentane

N¹-benzyl-N⁵-(tert-butoxycarbonyl)-1,5-diaminopentane

N⁴-benzyl-N⁹-(tert-butoxycarbonyl)-4-aza-1,9-diaminononane

N¹,N⁴-dibenzyl-N⁹-(tert-butoxycarbonyl)-4-aza-1,9-diaminononane