(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate

Base Information

• Chemical Name: (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate
• CAS No.: 1471256-46-8
• Molecular Formula: C₃₂H₃₃ClF₃NO₆S₂
• Molecular Weight: 684.197
• Mol file: 1471256-46-8.mol

Synonyms:(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate

Chemical Property of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate

There total 12 articles about (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate 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: 82.0%

trifluoromethylsulfonic anhydride (358-23-6) + (S)-2-(2-(3-(benzyloxy)phenyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate (1471256-45-7) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate (1471256-46-8)

Guidance literature:

(S)-2-(2-(3-(benzyloxy)phenyl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate; With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 1h;

trifluoromethylsulfonic anhydride; With pyridine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

2-bromo-6-methyl-4-nitrophenol (4186-49-6) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate (1471256-46-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethane / 0.33 h / -70 °C

2.1: lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3 h / 70 °C / Inert atmosphere

2.2: 0.17 h / 70 °C

3.1: methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 72 h / 0 °C

4.1: pyridine / dichloromethane / 5 h / 0 - 20 °C

5.1: perchloric acid / 1.5 h / 0 - 20 °C

6.1: platinum on activated charcoal; hydrogen / ethanol / 3 h / 20 °C

7.1: acetic acid / 0.5 h / 20 °C

7.2: 2 h / 20 °C

8.1: copper dichloride; tert.-butylnitrite / acetonitrile / 5 h / 20 °C

9.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 1.5 h / 95 °C / Sealed tube

10.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 120 °C / Sealed tube

11.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 1 h / 20 °C

11.2: 1 h / 0 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; perchloric acid; methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether; palladium 10% on activated carbon; platinum on activated charcoal; hydrogen; potassium carbonate; acetic acid; triethylamine; lithium chloride; copper dichloride; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

2-methyl-4-nitrophenol (99-53-6) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(trifluoromethylsulfonyloxy)phenyl)benzo[d]thiazol-6-yl)ethyl pivalate (1471256-46-8)

Guidance literature:

Multi-step reaction with 12 steps

1.1: bromine; acetic acid / 4 h / 20 °C

2.1: triethylamine / dichloromethane / 0.33 h / -70 °C

3.1: lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3 h / 70 °C / Inert atmosphere

3.2: 0.17 h / 70 °C

4.1: methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 72 h / 0 °C

5.1: pyridine / dichloromethane / 5 h / 0 - 20 °C

6.1: perchloric acid / 1.5 h / 0 - 20 °C

7.1: platinum on activated charcoal; hydrogen / ethanol / 3 h / 20 °C

8.1: acetic acid / 0.5 h / 20 °C

8.2: 2 h / 20 °C

9.1: copper dichloride; tert.-butylnitrite / acetonitrile / 5 h / 20 °C

10.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 1.5 h / 95 °C / Sealed tube

11.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 120 °C / Sealed tube

12.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 1 h / 20 °C

12.2: 1 h / 0 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; perchloric acid; methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether; palladium 10% on activated carbon; platinum on activated charcoal; hydrogen; bromine; potassium carbonate; acetic acid; triethylamine; lithium chloride; copper dichloride; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

upstream raw materials:

2-bromo-6-methyl-4-nitrophenol

2-methyl-4-nitrophenol

2-bromo-6-methyl-4-nitrophenyl trifluoromethanesulfonate

1-bromo-3-methyl-5-nitro-2-vinylbenzene

Downstream raw materials:

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-(5-methoxypyridin-3-yl)phenyl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-(1,5-dimethyl-1H-pyrazol-4-yl)phenyl)-5-methylbenzo[d]thiazol-6-yl)acetic acid

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(2-(4-methylpiperazin-1-yl)pyridin-4-yl)phenyl)benzo[d]thiazol-6-yl)ethanol

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(3-(2-chloropyridin-4-yl)phenyl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate