1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol

Base Information

• Chemical Name: 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol
• CAS No.: 1416910-08-1
• Molecular Formula: C₁₃H₁₇BrO₃S
• Molecular Weight: 333.246
• Mol file: 1416910-08-1.mol

Synonyms:1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol

Chemical Property of 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol

There total 1 articles about 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol 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: 44.0%

1,4-bromoiodobenzene (589-87-7) + 4-acetyl-1λ6-thiane-1,1-dione (473254-30-7) → 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol (1416910-08-1)

Guidance literature:

1,4-bromoiodobenzene; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -45 - -10 ℃; for 2h;

4-acetyl-1λ6-thiane-1,1-dione; In tetrahydrofuran; diethyl ether; at -70 - 20 ℃; for 16h;

Reference yield: 42.0%

(S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1313365-57-9) + 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol (1416910-08-1) → (S)-1-(4-chloro-phenyl)-2-{4-[1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxyethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1416910-07-0)

Guidance literature:

potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane; In 1,4-dioxane; at 97 ℃; for 30h; Inert atmosphere; Sealed vial;

Reference yield:

(S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1313365-57-9) + 1-(4-bromo-phenyl)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-ethanol (1416910-08-1) → (S)-1-(4-chloro-phenyl)-2-{4-[(R)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxy-ethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1416910-09-2) + (S)-1-(4-chloro-phenyl)-2-{4-[(S)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxy-ethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1416910-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane / 1,4-dioxane / 30 h / 97 °C / Inert atmosphere; Sealed vial

2: trifluoroacetic acid / n-heptane; ethanol / Resolution of racemate

With trifluoroacetic acid; potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane; In 1,4-dioxane; ethanol; n-heptane;

upstream raw materials:

1,4-bromoiodobenzene

4-acetyl-1λ6-thiane-1,1-dione

Downstream raw materials:

(S)-1-(4-chloro-phenyl)-2-{4-[1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxyethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one

(S)-1-(4-chloro-phenyl)-2-{4-[(R)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxy-ethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one

(S)-1-(4-chloro-phenyl)-2-{4-[(S)-1-(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-1-hydroxy-ethyl]-phenyl}-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one