(1S,4R) Sertraline Hydrochloride

Base Information

• Chemical Name: (1S,4R) Sertraline Hydrochloride
• CAS No.: 79896-31-4
• Molecular Formula: C17H17 Cl2 N . Cl H
• Molecular Weight: 342.696
• Mol file: 79896-31-4.mol

Synonyms:1-Naphthalenamine,4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, hydrochloride, (1S,4R)-(9CI); 1-Naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-,hydrochloride, (1S-trans)-

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

Chemical Property:

• Melting Point: 258-260°C
• PSA: 12.03000
• LogP: 6.37250
• Storage Temp.: -20?C Freezer

Purity/Quality:

98% ^*data from raw suppliers

(1S,4R)SertralineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Enantiomer 1S,4R of Sertraline. Antidepressant

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

There total 5 articles about (1S,4R) 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: 92.0%

trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine (91797-60-3) → trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride (79896-31-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 0.5h;

DOI:10.1016/j.tetlet.2016.01.085

Reference yield:

(1S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine → trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride (79896-31-4) + sertraline hydrochloride (79559-97-0)

Guidance literature:

With hydrogenchloride; In methanol; water; Product distribution / selectivity;

Reference yield:

(S)-tert-butyl (4-(3,4-dichlorophenyl)-1-phenylbut-3-en-1-yl)carbamate → trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride (79896-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 6 h / 0 - 20 °C / Inert atmosphere

2.1: polyphosphoric acid / 1,2-dichloro-ethane / 12 h / 80 °C

3.1: hydrogenchloride / diethyl ether / 0.5 h

With hydrogenchloride; sodium hydride; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; 2.1: |Friedel-Crafts Alkylation;

DOI:10.1016/j.tetlet.2016.01.085

upstream raw materials:

trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

Refernces

• 1、 -. "COMBINATIONS OF ESZOPICLONE AND TRANS 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-N-METHYL-1-NAPTHALENAMINE OR TRANS 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPTHALENAMINE, AND METHODS OF TREATMENT OF MENOPAUSE AND MOOD, ANXIETY, AND COGNITIVE DISORDERS". Page/Page column 20; 24. . Retrieved 2008/06/13.
• 2、 -. "ANTIDEPRESSANT DERIVATIVES OF TRANS-4-PHENYL-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE". . . Retrieved 2008/06/13.