1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine

Base Information

• Chemical Name: 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine
• CAS No.: 862129-83-7
• Molecular Formula: C₂₉H₃₃NO₃S
• Molecular Weight: 475.652
• Mol file: 862129-83-7.mol

Synonyms:1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine

Chemical Property of 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine

There total 9 articles about 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-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: 90.0%

trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester (648904-46-5) + 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (862129-81-5) → 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine (862129-83-7)

Guidance literature:

With cesium fluoride; palladium diacetate; tricyclohexylphosphine; In toluene; acetonitrile; for 4h; Heating / reflux;

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine (862129-83-7)

Guidance literature:

Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran

2: KOAc / PdCl₂(dppf)

3: PCy₃; CsF / Pd(OAc)2

With potassium acetate; cesium fluoride; lithium diisopropyl amide; tricyclohexylphosphine; palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2007.04.044

Reference yield:

2-(benzyloxy)-1-bromo-6-methoxynaphthalene (648904-47-6) → 1-(2-{4-[2-(3,6-dihydro-2H-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine (862129-83-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 30 percent / copper triflate

2: NH₄HCO₂ / Pd(OH)2

3: PCy₃; CsF / Pd(OAc)2

With ammonium formate; copper(I) triflate; cesium fluoride; tricyclohexylphosphine; palladium diacetate; palladium dihydroxide; 1: Ullman coupling / 4: Suzuki coupling;

DOI:10.1016/j.bmcl.2007.04.044

upstream raw materials:

trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester

2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

2-(benzyloxy)-1-bromo-6-methoxynaphthalene

6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalene-2-ol

Downstream raw materials:

1-(2-{4-[2-(1,1-dioxo-1,2,3,6-tetrahydro-1λ6-thiopyran-4-yl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine

6-(1,1-dioxo-1,2,3,6-tetrahydro-1λ6-thiopyran-4-yl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol

6-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol