(1R,4S)-N-Desmethyl Sertraline Hydrochloride

Base Information

• Chemical Name: (1R,4S)-N-Desmethyl Sertraline Hydrochloride
• CAS No.: 675126-08-6
• Molecular Formula: C16H15Cl2N.ClH
• Molecular Weight: 328.669
• Mol file: 675126-08-6.mol

Synonyms:(1R,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochlorid;(1R,4S)-N-Desmethyl Sertraline Hydrochloride;(1R,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride

Chemical Property of (1R,4S)-N-Desmethyl Sertraline Hydrochloride

Chemical Property:

• Melting Point: 270-272°C (dec.)
• PSA: 26.02000
• LogP: 6.42120
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly)

Purity/Quality:

99%+, ^*data from raw suppliers

(1R,4S)-N-DesmethylSertralineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Sertraline. Used for treatment of CNS disorders. (1R,4S)-N-Desmethyl Sertraline Hydrochloride is a metabolite of Sertraline, Used for treatment of CNS disorders.

Technology Process of (1R,4S)-N-Desmethyl Sertraline Hydrochloride

There total 12 articles about (1R,4S)-N-Desmethyl Sertraline Hydrochloride 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: 95.0%

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide (1097616-52-8) → (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride salt (675126-08-6,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

With hydrogenchloride; water; In isopropyl alcohol; at 110 ℃; for 120h; optical yield given as %ee;

DOI:10.1002/chem.200802303

Reference yield: 71.0%

(1R,4S)-4-(3,4-dichlorophenyl)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydronaphthalen-1-amine → (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride salt (675126-08-6,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

(1R,4S)-4-(3,4-dichlorophenyl)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydronaphthalen-1-amine; With trifluoroacetic acid; for 24h; Reflux;

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 17h;

Reference yield:

(1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetra-hydronaphthalen-1-amine → (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride salt (675126-08-6,1310676-34-6,675126-10-0,91797-57-8)

Guidance literature:

With hydrogenchloride; In tert-butyl methyl ether; water; at 0 ℃; Product distribution / selectivity;

upstream raw materials:

(1R,4S)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide

C₂₀H₂₁Cl₂NOS

(4S)-4-(3,4-dichlorophenyl)-1-tetralone

Downstream raw materials:

N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide

Refernces

• 1、 -. "ENAMIDE PROCESS". Paragraph 0118; 0201; 0203. . Retrieved 2018/08/20.
• 2、 Koenig, Stefan G.,Vandenbossche, Charles P.,Zhao, Hang,Mousaw, Patrick,Singh, Surendra P.,Bakale, Roger P.. "A facile deprotection of secondary acetamides". supporting information; experimental part. p. 433 - 436. Retrieved 2009/07/04.