(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

Base Information

• Chemical Name: (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid
• CAS No.: 1471250-15-3
• Molecular Formula: C₂₇H₂₅ClN₄O₃S
• Molecular Weight: 521.039
• Mol file: 1471250-15-3.mol

Synonyms:(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

Chemical Property of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

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-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid

There total 14 articles about (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic 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:

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)ethanol (1471256-76-4) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid (1471250-15-3)

Guidance literature:

With chromium(VI) oxide; periodic acid; In water; acetonitrile; at 20 ℃; for 1h;

Reference yield:

2-bromo-6-methyl-4-nitrophenol (4186-49-6) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid (1471250-15-3)

Guidance literature:

Multi-step reaction with 13 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: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 3 h / 110 °C / Microwave irradiation

9.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile; water / 1 h / 23 °C

10.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 6 h / 100 °C

11.1: caesium carbonate / 0.25 h / 20 °C

11.2: 6 h

12.1: water; sodium hydroxide / tetrahydrofuran; methanol / 17 h / 50 °C

13.1: periodic acid; chromium(VI) oxide / acetonitrile; water / 1 h / 20 °C

With pyridine; chromium(VI) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; perchloric acid; methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether; platinum on activated charcoal; water; hydrogen; potassium carbonate; caesium carbonate; acetic acid; periodic acid; triethylamine; lithium chloride; sodium hydroxide; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

2-bromo-6-methyl-4-nitrophenyl trifluoromethanesulfonate (1403666-47-6) → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)benzo[d]thiazol-6-yl)acetic acid (1471250-15-3)

Guidance literature:

Multi-step reaction with 12 steps

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

1.2: 0.17 h / 70 °C

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

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

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

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

6.1: acetic acid / 0.5 h / 20 °C

6.2: 2 h / 20 °C

7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 3 h / 110 °C / Microwave irradiation

8.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile; water / 1 h / 23 °C

9.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 6 h / 100 °C

10.1: caesium carbonate / 0.25 h / 20 °C

10.2: 6 h

11.1: water; sodium hydroxide / tetrahydrofuran; methanol / 17 h / 50 °C

12.1: periodic acid; chromium(VI) oxide / acetonitrile; water / 1 h / 20 °C

With pyridine; chromium(VI) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; perchloric acid; methanesulfonamide; hydroquinine 1,4-phthalazinediyl diether; platinum on activated charcoal; water; hydrogen; potassium carbonate; caesium carbonate; acetic acid; periodic acid; lithium chloride; sodium hydroxide; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; 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