(4Z,8Z,12Z,16Z)-19-(3,3-dimethyloxiran-2-yl)-N,N,4,8,13,17-hexamethylnonadeca-4,8,12,16-tetraen-1-amine oxide

Base Information

• Chemical Name: (4Z,8Z,12Z,16Z)-19-(3,3-dimethyloxiran-2-yl)-N,N,4,8,13,17-hexamethylnonadeca-4,8,12,16-tetraen-1-amine oxide
• CAS No.: 132905-43-2
• Molecular Formula: C₂₉H₅₁NO₂
• Molecular Weight: 445.729
• Mol file: 132905-43-2.mol

Synonyms:22,23-EADSN;22,23-epoxy-2-aza-2,3-dihydrosqualene N-oxide

Chemical Property of (4Z,8Z,12Z,16Z)-19-(3,3-dimethyloxiran-2-yl)-N,N,4,8,13,17-hexamethylnonadeca-4,8,12,16-tetraen-1-amine oxide

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 4.78±0.40(Predicted)
• Flash Point: °C
• PSA: 41.96000
• Density: g/cm³
• LogP: 8.44510
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 445.391979870
• Heavy Atom Count: 32
• Complexity: 679

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC=C(C)CCC=C(C)CCC1C(O1)(C)C)C)CCC[N+](C)(C)[O-]
• Isomeric SMILES: C/C(=C/CC/C(=C\CC/C=C(/C)\CC/C=C(/C)\CCC1C(O1)(C)C)/C)/CCC[N+](C)(C)[O-]

Technology Process of (4Z,8Z,12Z,16Z)-19-(3,3-dimethyloxiran-2-yl)-N,N,4,8,13,17-hexamethylnonadeca-4,8,12,16-tetraen-1-amine oxide

There total 3 articles about (4Z,8Z,12Z,16Z)-19-(3,3-dimethyloxiran-2-yl)-N,N,4,8,13,17-hexamethylnonadeca-4,8,12,16-tetraen-1-amine oxide 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: 82.0%

(4E,8E,12E,16E)-20,21-epoxy-N,N-dimethyl-4,8,13,17,21-pentamethyl-4,8,12,16-docosatetraenylamine (132905-42-1) → 22,23-oxidoazasqualene N-oxide (132905-43-2)

Guidance literature:

With dihydrogen peroxide; In methanol; for 12h; Ambient temperature;

Reference yield:

2,3,22,23-Dioxidosqualene (654052-53-6,31063-19-1) → 22,23-oxidoazasqualene N-oxide (132905-43-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 30 percent / HIO₄*2H₂O / diethyl ether / 0.5 h / 0 °C

2: 65 percent / HCl, NaBH₃CN / methanol / 12 h / Ambient temperature

3: 82 percent / 30percent aq. H₂O₂ / methanol / 12 h / Ambient temperature

With hydrogenchloride; dihydrogen peroxide; sodium cyanoborohydride; periodic acid; In methanol; diethyl ether;

Reference yield:

22,23-epoxy-1,1',2-trisnorsqualene-3-aldehyde (132905-41-0) → 22,23-oxidoazasqualene N-oxide (132905-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / HCl, NaBH₃CN / methanol / 12 h / Ambient temperature

2: 82 percent / 30percent aq. H₂O₂ / methanol / 12 h / Ambient temperature

With hydrogenchloride; dihydrogen peroxide; sodium cyanoborohydride; In methanol;

upstream raw materials:

(4E,8E,12E,16E)-20,21-epoxy-N,N-dimethyl-4,8,13,17,21-pentamethyl-4,8,12,16-docosatetraenylamine

2,3,22,23-Dioxidosqualene

22,23-epoxy-1,1',2-trisnorsqualene-3-aldehyde

Refernces