1-(3-Methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane

Base Information

• Chemical Name: 1-(3-Methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane
• CAS No.: 86215-42-1
• Molecular Formula: C13H17NO
• Molecular Weight: 203.284
• ChEMBL ID: CHEMBL1190945
• DSSTox Substance ID: DTXSID301207612
• Mol file: 86215-42-1.mol

Synonyms:CHEMBL1190945;SCHEMBL11083118;1-(3-methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane;DTXSID301207612;86215-42-1

Chemical Property of 1-(3-Methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CC2CC2(C1)C3=CC(=CC=C3)OC

Technology Process of 1-(3-Methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane

There total 8 articles about 1-(3-Methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane 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: 47.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(3-methoxyphenyl)-3-azabicyclo[3.1.0]hexane (83177-57-5) → 1-(m-methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane (86215-42-1)

Guidance literature:

With formic acid;

DOI:10.1021/jm00137a002

Reference yield:

1-(m-methoxyphenyl)-1,2-cyclopropanedicarboximide (66505-06-4) → 1-(m-methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane (86215-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating

2: 47 percent / HCOOH

With formic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In benzene;

DOI:10.1021/jm00137a002

Reference yield:

methyl 2-hydroxy-2-(3-methoxyphenyl)acetate (54845-40-8) → 1-(m-methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane (86215-42-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 40 percent / PBr₃ / CHCl₃

2: 25 percent / NaOMe / diethyl ether / 24 h / Ambient temperature

3: KOH / ethanol; H₂O / 6 h / Heating

4: 40 percent / urea / xylene / Heating

5: 24 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating

6: 47 percent / HCOOH

With potassium hydroxide; formic acid; sodium methylate; phosphorus tribromide; sodium bis(2-methoxyethoxy)aluminium dihydride; urea; In diethyl ether; ethanol; chloroform; water; xylene; benzene;

DOI:10.1021/jm00137a002

upstream raw materials:

formaldehyd

1-(3-methoxyphenyl)-3-azabicyclo[3.1.0]hexane

1-(m-methoxyphenyl)-1,2-cyclopropanedicarboximide

methyl 2-hydroxy-2-(3-methoxyphenyl)acetate

Downstream raw materials:

1-(m-Hydroxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane

Refernces