Methyl alloecgonine

Base Information

• Chemical Name: Methyl alloecgonine
• CAS No.: 74562-04-2
• Molecular Formula: C10H17 N O3
• Molecular Weight: 199.25
• NSC Number: 75543
• DSSTox Substance ID: DTXSID90291440
• Mol file: 74562-04-2.mol

Synonyms:74562-04-2;METHYL ALLOECGONINE;DTXSID90291440;NSC75543;NSC-75543;METHYL (2R,3R)-3-HYDROXY-8-METHYL-8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLATE

Chemical Property of Methyl alloecgonine

Chemical Property:

• Vapor Pressure: 7.54E-05mmHg at 25°C
• Boiling Point: 305.8°Cat760mmHg
• Flash Point: 138.7°C
• Density: 1.181g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 199.12084340
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)O)C(=O)OC
• Isomeric SMILES: CN1C2CCC1[C@H]([C@@H](C2)O)C(=O)OC

Technology Process of Methyl alloecgonine

There total 19 articles about Methyl alloecgonine 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: 10.0%

methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate (36127-17-0,53955-90-1,85506-18-9,112574-77-3,112652-64-9,145414-58-0,149197-42-2) → methyl (endo, endo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate (46255-79-2) + methyl (2-endo, 3-exo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate (7143-09-1,46255-78-1,46255-79-2,50373-09-6,53955-92-3,65027-04-5,65913-90-8,67844-05-7,74562-04-2,106293-60-1,112574-75-1,112574-76-2,145414-57-9,149110-83-8)

Guidance literature:

With sodium tetrahydroborate; ammonium chloride; In ethanol; 1.) -60 deg C, 3 h, 2.) RT, overnight;

Reference yield:

→ (+/-)-3exo-hydroxy-tropane-2exo-carboxylic acid methyl ester (7143-09-1,46255-78-1,46255-79-2,50373-09-6,53955-92-3,65027-04-5,65913-90-8,67844-05-7,74562-04-2,106293-60-1,112574-75-1,112574-76-2,145414-57-9,149110-83-8)

Guidance literature:

With sodium amalgam; sulfuric acid; at 0 ℃;

Reference yield:

→ methyl (2-endo, 3-exo)-3-hydroxy-8-methyl-8-azabicyclo<3.2.1>octan-2-carboxylate (7143-09-1,46255-78-1,46255-79-2,50373-09-6,53955-92-3,65027-04-5,65913-90-8,67844-05-7,74562-04-2,106293-60-1,112574-75-1,112574-76-2,145414-57-9,149110-83-8)

Guidance literature:

With sodium amalgam; sulfuric acid; at 0 ℃;

upstream raw materials:

methanol

methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate

tropinone

(R)-allopseudoecgonine methyl ester

Downstream raw materials:

1-[(1R,2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl]-2-phenyl-ethanone

(1R,2S,3S,5S)-8-Methyl-3-phenylacetyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid

1-((1R,2S,3S,5S)-2-Hydroxymethyl-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-2-phenyl-ethanone

(-)-Allococaine