1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

Base Information

Chemical Name:1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid
CAS No.:1344996-73-1
Molecular Formula:C₂₆H₃₀ClN₃O₃S
Molecular Weight:500.062
Hs Code.:

Synonyms:1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

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Chemical Property of 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

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Technology Process of 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

There total 11 articles about 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid 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:

: 1126-09-6
4-carbethoxypiperidine

: 1344997-86-9
[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]acetaldehyde

: 1344996-73-1
1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

Guidance literature:: 4-carbethoxypiperidine; [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]acetaldehyde; With acetic acid; In dichloromethane; at 20 ℃; for 0.166667h;

With sodium tris(acetoxy)borohydride; In dichloromethane; for 24h; Inert atmosphere;

With sodium hydroxide; In isopropyl alcohol; for 2h;

Reference yield:

: C₂₈H₃₄ClN₃O₃S

: 1344996-73-1
1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

Guidance literature:: C₂₈H₃₄ClN₃O₃S; With water; sodium hydroxide; In isopropyl alcohol; for 2h;

With hydrogenchloride; In water; isopropyl alcohol; pH=6 - 7;

Reference yield:

: 69321-60-4
2,6-dibromotoluene

: 1344996-73-1
1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-methylphenyl]ethyl}-4-piperidinecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

1.2: 2 h

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1.5 h / 90 °C / Inert atmosphere

4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation; Sealed vessel

5.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

6.1: acetic acid / dichloromethane / 0.17 h / 20 °C

6.2: 24 h

7.1: sodium hydroxide; water / isopropyl alcohol / 2 h

7.2: pH 6 - 7

With potassium phosphate; n-butyllithium; chloro-trimethyl-silane; water; potassium acetate; acetic acid; sodium iodide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 2.2: Wittig Reaction / 4.1: Suzuki Coupling;