Histrionicotoxin 259

Base Information

Chemical Name:Histrionicotoxin 259
CAS No.:67217-83-8
Molecular Formula:C17H25NO
Molecular Weight:259.3865
Hs Code.:
Nikkaji Number:J3.136.988F
Wikidata:Q104397975

Synonyms:Histrionicotoxin 259;Histrionicotoxin 259A;Alkaloid 259 from poison-dart frog;67217-83-8;1-Azaspiro(5.5)undecan-8-ol, 7-(1-buten-3-ynyl)-2-(2-propenyl)-, (6R-(6alpha(S*),7beta(Z),8alpha))-;(2S,6R)-2alpha-Allyl-7alpha-[(Z)-1-butene-3-ynyl]-1-azaspiro[5.5]undecane-8beta-ol

Suppliers and Price of Histrionicotoxin 259

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Histrionicotoxin 259

Chemical Property:

Vapor Pressure:4.18E-07mmHg at 25°C
Boiling Point:373.5°C at 760 mmHg
Flash Point:79.8°C
PSA：32.26000
Density:1.02g/cm³
LogP:3.12260
XLogP3:2.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:259.193614421
Heavy Atom Count:19
Complexity:391

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C=CCC1CCCC2(N1)CCCC(C2C=CC#C)O
Isomeric SMILES:C=CC[C@@H]1CCC[C@@]2(N1)CCC[C@@H]([C@H]2/C=C\C#C)O

Technology Process of Histrionicotoxin 259

There total 11 articles about Histrionicotoxin 259 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:

: 460710-46-7
(-)-triisopropylsilylhistrionicotoxin 259A

: 67217-83-8
(-)-histrionicotoxin 259A

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.75h;
DOI:10.1039/b111514f

Reference yield:

: 233757-62-5
(1R,5S,8S,12S)-5-(oxo-1'-ethyl)-12-formyl-6-aza-7-oxatricyclo[6.3.1.0^1,6]dodecane

: 67217-83-8
(-)-histrionicotoxin 259A

Guidance literature:: Multi-step reaction with 5 steps

1.1: KN(TMS)2 / tetrahydrofuran / 0.5 h / -30 °C

1.2: 60 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 83 percent / toluene / 110 °C

3.1: 81 percent / Et₂NH; CuI / Pd(PPH₃)4

4.1: 89 percent / Zn; AcOH / 0.5 h

5.1: TBAF / tetrahydrofuran / 0.75 h / 25 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; acetic acid; diethylamine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; 1.2: Stark-Wittig reaction / 3.1: Sonogashira ethynylation;
DOI:10.1039/b111514f

Reference yield:

: 233757-60-3
(1R,5S,8S,12R)-5-(cyanomethyl)-12-cyano-6-aza-7-oxatricyclo[6.3.1.0^1,6]dodecane

: 67217-83-8
(-)-histrionicotoxin 259A

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / DIBALH / toluene / -78 °C

2.1: KN(TMS)2 / tetrahydrofuran / 0.5 h / -30 °C

2.2: 60 percent / tetrahydrofuran / 0.5 h / -78 °C

3.1: 83 percent / toluene / 110 °C

4.1: 81 percent / Et₂NH; CuI / Pd(PPH₃)4

5.1: 89 percent / Zn; AcOH / 0.5 h

6.1: TBAF / tetrahydrofuran / 0.75 h / 25 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; diethylamine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; 2.2: Stark-Wittig reaction / 4.1: Sonogashira ethynylation;
DOI:10.1039/b111514f