1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 1257997-17-3
• Molecular Formula: C₂₁H₃₉BN₂O₃Si
• Molecular Weight: 406.449
• Mol file: 1257997-17-3.mol

Synonyms:1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property of 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

1-(Trans-4-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

There total 6 articles about 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 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: 96.0%

1-(trans-4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohexyl)-4-iodo-1H-pyrazole (1257997-18-4) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1257997-17-3)

Guidance literature:

1-(trans-4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohexyl)-4-iodo-1H-pyrazole; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1.08333h; Inert atmosphere;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

toluene-4-sulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester (23511-05-9) → 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1257997-17-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 100 °C

2.1: water / pyridinium p-toluenesulfonate / acetone / 16 h / 65 °C

3.1: ethanol; sodium tetrahydroborate / 2 h / 20 °C / Inert atmosphere

4.1: 1H-imidazole / dmap / dichloromethane / 0.33 h / 20 °C

5.1: isopropylmagnesium chloride / tetrahydrofuran / 1.08 h / 0 °C / Inert atmosphere

5.2: 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; ethanol; water; isopropylmagnesium chloride; caesium carbonate; dmap; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1257997-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / dmap / dichloromethane / 0.33 h / 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.08 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C

With 1H-imidazole; isopropylmagnesium chloride; dmap; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyldimethylsilyl chloride

1-(trans-4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohexyl)-4-iodo-1H-pyrazole

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

toluene-4-sulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester

Downstream raw materials:

2-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

1-(quinolin-6-ylmethyl)-6-[1-((1R,4R)-4-hydroxy-cyclohexyl)-1H-pyrazol-4-yl]-1H-indazole

1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

2-(quinolin-6-ylmethyl)-6-[1-((1R,4R)-4-hydroxy-cyclohexyl)-1H-pyrazol-4-yl]-1H-indazole