1310676-34-6

Basic information

• Product Name: TRANS-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE, HYDROCHLORIDE
• Synonyms: TRANS-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE, HYDROCHLORIDE;rac-trans-N-Desmethyl Sertraline Hydrochloride;(1S,4R)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
• CAS NO: 1310676-34-6
• Molecular Formula: C16H16Cl3N
• Molecular Weight: 328.66
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Miscellaneous Reagents;Drug Analogues
• Mol File: 1310676-34-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 275-277°C
• Appearance: /
• Storage Temp.: -20°C Freezer
• Stability: Hygroscopic
• CAS DataBase Reference: TRANS-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE, HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE, HYDROCHLORIDE(1310676-34-6)
• EPA Substance Registry System: TRANS-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE, HYDROCHLORIDE(1310676-34-6)

Safety Data

• Hazardous Substances Data: 1310676-34-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 1310676-34-6 differently. You can refer to the following data:
1. rac-trans-N-DesMethyl Sertraline Hydrochloride is a metabolite of Sertraline and used for treatment of CNS disorders
2. rac-trans-N-DesMethyl Sertraline Hydrochloride can be used as an intermediate in the synthesis of the drug metabolite for Sertraline.

Upstream product

• 674767-90-9 C₂₀H₂₁Cl₂NOS 
• 124379-29-9 (4S)-4-(3,4-dichlorophenyl)-1-tetralone 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 675126-11-1 (1R,4S)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide 
• 674768-15-1 (1S,4R)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-formamide 
• 1097616-52-8 N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide 

Downstream Products

• 1097616-52-8 N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide 

Relevant articles and documents

Development of a large-scale stereoselective process for (1 R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride

A convenient, multikilogram-scale, stereoselective process for the synthesis of (1R,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride 1 is described. The key steps involve synthesis of sulflnyl imine (Rs,4S)-5 from (S)-tetralone (4S)-3 and (R)-tert-butylsulfinamide (Rs)-4, and its stereoselective reduction with 9-BBN to produce the (1R)-amine center of 1. The process has been scaled up to multikilogram scale and gives 1 in an overall yield of >50% with a chemical purity of 99.7 A% by HPLC and stereochemical purity of >99.9% by chiral HPLC.

ENAMIDE PROCESS

A convenient method for converting oximes into enamides is disclosed. The process produces enamides without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines.

A facile deprotection of secondary acetamides

(Chemical Equation Presented) Imidoyl chlorides, generated from secondary acetamides and oxalyl chloride, can be harnessed for a selective and practical deprotection sequence. Treatment of these intermediates with 2 equiv of propylene glycol and warming enables the rapid release of amine hydrochloride salts in good yields. Notably, the reaction conditions are mild enough to allow for a swift deprotection with no observed epimerization of the amino center.