3alpha-Bis(4-fluorophenyl)methoxytropane

Base Information

• Chemical Name: 3alpha-Bis(4-fluorophenyl)methoxytropane
• CAS No.: 156428-89-6
• Molecular Formula: C21H23F2NO
• Molecular Weight: 343.417
• DSSTox Substance ID: DTXSID6043888,DTXSID901144535
• Nikkaji Number: J606.513I
• Wikidata: Q81984284
• Pharos Ligand ID: 4URA3X1WSAHS
• ChEMBL ID: CHEMBL3084665,CHEMBL1552961
• Mol file: 156428-89-6.mol

Synonyms:AHN 1055;AHN-1055;AHN1055;N-methyl-3-(bis(4'-fluorophenyl)methoxy)tropane

Chemical Property of 3alpha-Bis(4-fluorophenyl)methoxytropane

Chemical Property:

• PSA: 12.47000
• LogP: 4.63390
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 343.17477068
• Heavy Atom Count: 25
• Complexity: 396

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2CCC1CC(C2)OC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
• Isomeric SMILES: CN1[C@@H]2CC[C@H]1CC(C2)OC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
• Uses: 3α-Bis-(4-fluorophenyl) Methoxytropane Hydrochloride is a potent inhibitor of dopamine uptake and transport.

Technology Process of 3alpha-Bis(4-fluorophenyl)methoxytropane

There total 1 articles about 3alpha-Bis(4-fluorophenyl)methoxytropane 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:

4,4'-difluorobenzhydryl chloride (27064-94-4) + 3-tropanol (120-29-6) → 3-a-bis-(4-fluorophenyl)methoxytropane (156428-89-6)

Guidance literature:

at 160 ℃;

DOI:10.1021/jm00020a006

Reference yield:

3-a-bis-(4-fluorophenyl)methoxytropane (156428-89-6) → nor-3α-[bis(4'-fluorophenyl)methoxy]tropane (203049-01-8)

Guidance literature:

With carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; In 1,2-dichloro-ethane; for 8h; Yield given; Heating;

DOI:10.1021/jm970525a

Reference yield:

3-a-bis-(4-fluorophenyl)methoxytropane (156428-89-6) → N-allyl-4',4''-difluoro-3α-(diphenylmethoxy)tropane

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃, 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 8 h / Heating

2: K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

With carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970525a

upstream raw materials:

4,4'-difluorobenzhydryl chloride

3-tropanol

Downstream raw materials:

nor-3α-[bis(4'-fluorophenyl)methoxy]tropane