Tesofensine citrate

Base Information

• Chemical Name: Tesofensine citrate
• CAS No.: 861205-83-6
• Molecular Formula: C23H31Cl2NO8
• Molecular Weight: 520.40014
• UNII: 3R9T98ZB7U
• DSSTox Substance ID: DTXSID10235407
• Wikidata: Q27257937
• Mol file: 861205-83-6.mol

Synonyms:Tesofensine citrate;861205-83-6;3R9T98ZB7U;(1R,2R,3S,5S)-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane;2-hydroxypropane-1,2,3-tricarboxylic acid;(1R,2R,3S,5S)-3-(3,4-Dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane 2-hydroxypropane-1,2,3-tricarboxylate;UNII-3R9T98ZB7U;starbld0019837;SCHEMBL4474530;TESOFENSINE CITRATE [MI];DTXSID10235407;AKOS037652390;DR-0075;Q27257937;(1R,2R,3S,5S)-3-(3,4-Dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane 2-hydroxypropane-1,2,3-tricarboxylic acid;8-AZABICYCLO(3.2.1)OCTANE, 3-(3,4-DICHLOROPHENYL)-2-(ETHOXYMETHYL)-8-METHYL-, (1R,2R,3S,5S)-, 2-HYDROXY-1,2,3-PROPANETRICARBOXYLATE (1:1)

Chemical Property of Tesofensine citrate

Chemical Property:

• PSA: 144.60000
• LogP: 3.28560
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 519.1426723
• Heavy Atom Count: 34
• Complexity: 581

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCC1C2CCC(N2C)CC1C3=CC(=C(C=C3)Cl)Cl.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Isomeric SMILES: CCOC[C@H]1[C@H]2CC[C@H](N2C)C[C@@H]1C3=CC(=C(C=C3)Cl)Cl.C(C(=O)O)C(CC(=O)O)(C(=O)O)O

Technology Process of Tesofensine citrate

There total 4 articles about Tesofensine citrate 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: 83.85%

ethyl bromide (74-96-4) + (1R,2R,3S)-2-hydroxymethyl-3-(3,4-dichlorophenyl)-tropane (173667-94-2) → (1R,2R,3S)-2-ethoxymethyl-3-(3,4-dichlorophenyl)-tropane citrate (861205-83-6)

Guidance literature:

ethyl bromide; (1R,2R,3S)-2-hydroxymethyl-3-(3,4-dichlorophenyl)-tropane; With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In 1,2-dimethoxyethane; at 20 - 62 ℃; for 2.75h;

In methanol; acetone; at 15 - 55 ℃; for 1h; Product distribution / selectivity;

Reference yield: 83.6%

(1R,2R,3S)-2-hydroxymethyl-3-(3,4-dichlorophenyl)-tropane (173667-94-2) + citric acid (77-92-9,906507-37-7) → (1R,2R,3S)-2-ethoxymethyl-3-(3,4-dichlorophenyl)-tropane citrate (861205-83-6)

Guidance literature:

ethyl bromide; (1R,2R,3S)-2-hydroxymethyl-3-(3,4-dichlorophenyl)-tropane; With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In 1,2-dimethoxyethane; at 20 - 62 ℃; for 2.75h;

citric acid; In methanol; acetone; at 15 - 40 ℃; for 1h; Product distribution / selectivity;

Reference yield:

(1R,2R,3S)2-hydroxymethyl-3-(3,4-dichlorophenyl)tropane + ethyl sulfate (540-82-9) → (1R,2R,3S)-2-ethoxymethyl-3-(3,4-dichlorophenyl)-tropane citrate (861205-83-6)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

ethyl bromide

(1R,2R,3S)-2-hydroxymethyl-3-(3,4-dichlorophenyl)-tropane

citric acid

ethyl sulfate

Refernces

• 1、 -. "Tropane-derivatives, their preparation and use". . . Retrieved 2008/06/13.