(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

Base Information

Chemical Name:(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine
CAS No.:807342-24-1
Molecular Formula:C₁₇H₂₂ClN₃OS
Molecular Weight:351.9
Hs Code.:

Synonyms:(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

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Chemical Property of (+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

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Technology Process of (+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

There total 5 articles about (+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine 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: 79.0%

: 118493-85-9,117771-39-8,1141922-26-0,1429624-21-4
acetamide oxime

: 807342-02-5
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetic acid methyl ester

: 807342-24-1
(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

Guidance literature:: acetamide oxime; With sodium hydride; In tetrahydrofuran; for 2.5h; Heating / reflux;

(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetic acid methyl ester; In tetrahydrofuran; for 16h; Heating / reflux; Molecular sieve;

Reference yield: 79.0%

: 22059-22-9,118453-50-2,118464-69-0,118493-85-9,117771-39-8,1141922-26-0
N-hydroxyacetamidine

: 807342-02-5
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetic acid methyl ester

: 807342-24-1
(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

Guidance literature:: N-hydroxyacetamidine; With sodium hydride; In tetrahydrofuran; for 2.5h; Heating;

(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetic acid methyl ester; With 4 A molecular sieve; In tetrahydrofuran; for 16h; Heating;
DOI:10.1021/jm040117o

Reference yield:

: 263769-24-0
(+)-4β-(4-Chlorophenyl)-3α-(hydroxymethyl)-1-methylpiperidine

: 807342-24-1
(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / PPh₃; I₂; imidazole / CH₂Cl₂ / 2.5 h / Heating

2.1: 88 percent / Cs₂CO₃ / acetonitrile / 20 °C

3.1: NaH / tetrahydrofuran / 2.5 h / Heating

3.2: 79 percent / 4A molecular sieves / tetrahydrofuran / 16 h / Heating

With 1H-imidazole; iodine; sodium hydride; caesium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm040117o