5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate
• CAS No.: 1449060-53-0
• Molecular Formula: C₂₃H₂₆F₃O₄PS
• Molecular Weight: 486.492

Synonyms:5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate

Chemical Property of 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate

There total 7 articles about 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate 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:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 2-hydroxy-5-[(1R,2S,5R)-(2-isopropyl-5-methylcyclohexyl)]-5Hbenzo[b]phosphindole 5-oxide → 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate (1449060-53-0) + 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate (1449060-52-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 7h; Overall yield = 70 %; Overall yield = 2.05 g; Inert atmosphere;

DOI:10.1002/chem.201300844

Reference yield:

4-bromo-3-iodo-phenol (202865-84-7) → 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate (1449060-53-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water; ethanol / 6 h / 85 °C / Inert atmosphere

3.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: dihydrogen peroxide / water; dichloromethane / 0.17 h / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water; dichloromethane / 0.5 h / Inert atmosphere

6.1: caesium carbonate / N,N-dimethyl-formamide / 7 h / 20 °C / Inert atmosphere

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; dihydrogen peroxide; tert.-butyl lithium; sodium carbonate; caesium carbonate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; pentane; 2.1: |Suzuki Coupling;

DOI:10.1002/chem.201300844

Reference yield:

(4-bromo-3-iodophenoxy)(tert-butyl)dimethylsilane (1449060-46-1) → 5-(2-isopropyl-5-methylcyclohexyl)-5-oxido-5H-benzo[b]phosphindol-2-yl trifluoromethanesulfonate (1449060-53-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water; ethanol / 6 h / 85 °C / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: dihydrogen peroxide / water; dichloromethane / 0.17 h / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water; dichloromethane / 0.5 h / Inert atmosphere

5.1: caesium carbonate / N,N-dimethyl-formamide / 7 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; dihydrogen peroxide; tert.-butyl lithium; sodium carbonate; caesium carbonate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; pentane; 1.1: |Suzuki Coupling;

DOI:10.1002/chem.201300844

upstream raw materials:

4-bromo-3-iodo-phenol

3-Iodophenol

(4-bromo-3-iodophenoxy)(tert-butyl)dimethylsilane

tert-butyl((2',6-dibromo-[1,1'-biphenyl]-3-yl)oxy)dimethylsilane

Downstream raw materials:

(5R)-2-((Z)-5-(benzo[c]phenanthren-2-yl)oct-4-en-4-yl)-5-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-5Hbenzo[b]phosphindole 5-sulfide

(5R)-2-((Z)-5-(benzo[c]phenanthren-2-yl)oct-4-en-4-yl)-5-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-5Hbenzo[b]phosphindole 5-oxide

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