3-(4-Methylphenyl)tropane-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-(4-Methylphenyl)tropane-2-carboxylic acid methyl ester
• CAS No.: 130342-81-3
• Molecular Formula: C17H23 N O2
• Molecular Weight: 273.375
• DSSTox Substance ID: DTXSID70926687
• Nikkaji Number: J424.760D,J328.921D
• Wikipedia: RTI-32
• Wikidata: Q7277835
• Pharos Ligand ID: GXRR9N9JZ4DR
• ChEMBL ID: CHEMBL1947089
• Mol file: 130342-81-3.mol

Synonyms:3-(4-methylphenyl)tropane-2-carboxylic acid methyl ester;8-methyl-3-(4-methylphenyl)-8-azabicyclo(3.2.1)octane-2-carboxylate;RTI 32;RTI-32;RTI-COC 32;RTI-COC 32 methyl-(11C) ester, (1R-(exo,exo));RTI-COC-32

Chemical Property of 3-(4-Methylphenyl)tropane-2-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 1.25E-05mmHg at 25°C
• Boiling Point: 368.7°Cat760mmHg
• PKA: 10.01±0.60(Predicted)
• Flash Point: 124.3°C
• PSA: 29.54000
• Density: 1.084g/cm³
• LogP: 2.67220
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 273.172878976
• Heavy Atom Count: 20
• Complexity: 362

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2CC3CCC(C2C(=O)OC)N3C
• Isomeric SMILES: CC1=CC=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3C

Technology Process of 3-(4-Methylphenyl)tropane-2-carboxylic acid methyl ester

There total 9 articles about 3-(4-Methylphenyl)tropane-2-carboxylic acid methyl ester 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: 55.0%

para-methylphenylmagnesium bromide (4294-57-9) + methyl ecgonidine (50373-10-9) → RTI-32 (130342-81-3)

Guidance literature:

para-methylphenylmagnesium bromide; methyl ecgonidine; In diethyl ether; at -49 ℃;

With trifluoroacetic acid; at -78 ℃;

Reference yield: 33.0%

(R)-(-)-anhydroecgonine methyl ester (50373-10-9) + para-methylphenylmagnesium bromide (4294-57-9) → (1S,2S,3S,5R,8S)-8-Methyl-3-p-tolyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (130342-81-3) + (1S,2R,3S,5R,8S)-8-Methyl-3-p-tolyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (130342-81-3)

Guidance literature:

In diethyl ether; at -40 ℃; for 2.5h;

DOI:10.1021/jm00113a008

Reference yield: 33.0%

(R)-(-)-anhydroecgonine methyl ester (50373-10-9) + para-methylphenylmagnesium bromide (4294-57-9) → (1S,2S,3S,5R,8S)-8-Methyl-3-p-tolyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (130342-81-3) + (1S,2R,3S,5R,8S)-8-Methyl-3-p-tolyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (130342-81-3)

Guidance literature:

In diethyl ether; at -40 ℃; for 2.5h;

DOI:10.1021/jm00113a008

upstream raw materials:

(R)-(-)-anhydroecgonine methyl ester

para-methylphenylmagnesium bromide

methyl ecgonidine

Cocaine

Downstream raw materials:

8-methyl-3S-p-tolyl-8-azabicyclo[3.2.1]octane-2S-carboxylic acid

3β-(4-methylphenyl)-2β-[3'-(4-fluorobenzyl)isoxazol-5-yl]tropane

3β-(4-methylphenyl)-2β-[3'-methyl-4'-(4-fluorophenyl)isoxazol-5-yl]tropane

3β-(4-methylphenyl)-2β-[3'-(4-methoxybenzyl)isoxazol-5-yl]tropane