N-methylanatoxin

Base Information

• Chemical Name: N-methylanatoxin
• CAS No.: 120786-68-7
• Molecular Formula: C₁₁H₁₉NO
• Molecular Weight: 181.278
• Mol file: 120786-68-7.mol

Synonyms:N-methylanatoxin

Chemical Property of N-methylanatoxin

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 258.6°Cat760mmHg
• Flash Point: 104.5°C
• PSA: 20.31000
• Density: 1.029g/cm³
• LogP: 1.69630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-methylanatoxin

There total 8 articles about N-methylanatoxin 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: 90.0%

(1R,10S)-9-(benzyloxycarbonyl)-2-(1-hydroxyethyl)-9-azabicyclo<4.2.1>-2-nonene (120692-42-4,120786-67-6) → (1R,10S)-2-(1-hydroxyethyl)-9-methyl-9-azabicyclo<4.2.1>-2-nonene (120692-43-5,120786-68-7)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; for 2h; Heating;

DOI:10.1021/jo00280a037

Reference yield: 90.0%

(1R,10R)-9-(benzyloxycarbonyl)-2-(1-hydroxyethyl)-9-azabicyclo<4.2.1>-2-nonene (120692-42-4,120786-67-6) → (1R,10R)-2-(1-hydroxyethyl)-9-methyl-9-azabicyclo<4.2.1>-2-nonene (120692-43-5,120786-68-7)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; for 2h; Heating;

DOI:10.1021/jo00280a037

Reference yield:

(1R)-2-acetyl-9-(benzyloxycarbonyl)-9-azabicyclo<4.2.1>-2-nonene (120692-41-3) → (1R,10S)-2-(1-hydroxyethyl)-9-methyl-9-azabicyclo<4.2.1>-2-nonene (120692-43-5,120786-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / CeCl₃, NaBH₄ / methanol / 0.33 h / Ambient temperature

2: 90 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 2 h / Heating

With sodium tetrahydroborate; cerium(III) chloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jo00280a037

upstream raw materials:

(1R,10S)-9-(benzyloxycarbonyl)-2-(1-hydroxyethyl)-9-azabicyclo<4.2.1>-2-nonene

(1R)-2-acetyl-9-(benzyloxycarbonyl)-9-azabicyclo<4.2.1>-2-nonene

(1R)-9-(benzyloxycarbonyl)-2-<(Z)-1-<(dimethyl-tert-butylsilyl)oxy>ethylidene>-9-azabicyclo<4.2.1>nonane

(1R)-2-acetyl-9-(benzyloxycarbonyl)-9-azabicyclo<4.2.1>nonane

Refernces