(1R,4S)-Sertraline HCl

Base Information

• Chemical Name: (1R,4S)-Sertraline HCl
• CAS No.: 79951-46-5
• Molecular Formula: C17H18Cl3N
• Molecular Weight: 306.235
• Mol file: 79951-46-5.mol

Synonyms:(1R,4S)-Sertraline HCl

Chemical Property of (1R,4S)-Sertraline HCl

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S)-Sertraline HCl

There total 25 articles about (1R,4S)-Sertraline HCl 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:

(S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)methanamine (312620-93-2) → trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine (79951-46-5) + Sertraline (79617-96-2)

Guidance literature:

With hydrogen; nickel; In methanol;

DOI:10.1016/j.tetasy.2006.07.010

Reference yield:

N-chloromethylamine (6154-14-9) + 1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene (439134-50-6) → trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine (79951-46-5) + Sertraline (79617-96-2)

Guidance literature:

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene; With benzo[1,3,2]dioxaborole; (S)-1-(2-(diphenylphosphanyl)naphthalen-1-yl)isoquinoline; In dichloromethane; at 20 ℃; for 12h;

With diethylzinc; In toluene; at 20 ℃; for 2h;

N-chloromethylamine; In diethyl ether; water; at 0 ℃; for 0.0833333h; Further stages.;

DOI:10.1039/b111175b

Reference yield:

N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine (79560-20-6) → (1R,4R)-sertraline (79617-98-4) + trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine (79951-46-5) + Sertraline (79617-96-2)

Guidance literature:

With R,S-[Ir(1,5-cyclooctadiene)(PPh₂(C₉H₁₀)(C₃H₃NO-i-Bu))] tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; hydrogen; at 20 ℃; for 12h; under 15201 Torr; optical yield given as %ee; enantioselective reaction;

upstream raw materials:

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

(4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine

N-chloromethylamine

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

Refernces

• 1、 Liu, Jie,Cao, Chao-Guo,Sun, Hong-Bao,Zhang, Xia,Niu, Dawen. "Catalytic Asymmetric Umpolung Allylation of Imines". supporting information. p. 13103 - 13106. Retrieved 2016/10/22.
• 2、 -. "RACEMISATION PROCESS FOR OBTAINING (1S,4S) N-METHYL-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENEAMINE (SERTRALINE)". Page/Page column 14. . Retrieved 2009/04/25.