C₂₁H₂₀BrNO

Base Information

• Chemical Name: C₂₁H₂₀BrNO
• CAS No.: 1392323-39-5
• Molecular Formula: C₂₁H₂₀BrNO
• Molecular Weight: 382.3
• Mol file: 1392323-39-5.mol

Synonyms:C₂₁H₂₀BrNO

Chemical Property of C₂₁H₂₀BrNO

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₂₀BrNO

There total 4 articles about C₂₁H₂₀BrNO 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: 78.0%

C21H21NO (1392323-14-6) → C21H20BrNO (1392323-39-5)

Guidance literature:

With 3BF₄^(1-)*C₃₆H₅₈BrN₄⁽³⁺⁾; (Ra)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-9,14-bis(triisopropylsilyl)dinaphtho[1,3,2]dioxaphosphepine 4-oxide; sodium phosphate; In hexane; para-xylene; at 20 ℃; for 4h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja305795x

Reference yield:

5,6-dibromo-1-cyclooctene (24165-06-8) → C21H20BrNO (1392323-39-5)

Guidance literature:

Multi-step reaction with 4 steps

1: morpholine; dimethyl sulfoxide / benzene / 18 h / Reflux; Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine; potassium bromide / toluene / 7 h / 60 °C / Inert atmosphere

3: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / 1,4-dioxane; water / 13 h / 90 °C / Inert atmosphere

4: 3BF₄^(1-)*C₃₆H₅₈BrN₄⁽³⁺⁾; (Ra)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-9,14-bis(triisopropylsilyl)dinaphtho[1,3,2]dioxaphosphepine 4-oxide; sodium phosphate / hexane; para-xylene / 4 h / 20 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; morpholine; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; 3BF₄^(1-)*C₃₆H₅₈BrN₄⁽³⁺⁾; (Ra)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-9,14-bis(triisopropylsilyl)dinaphtho[1,3,2]dioxaphosphepine 4-oxide; potassium phenolate; palladium diacetate; dimethyl sulfoxide; triphenylphosphine; sodium phosphate; potassium bromide; In 1,4-dioxane; hexane; para-xylene; water; toluene; benzene;

DOI:10.1021/ja305795x

Reference yield:

C14H23BO2 (1392323-63-5) → C21H20BrNO (1392323-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / 1,4-dioxane; water / 13 h / 90 °C / Inert atmosphere

2: 3BF₄^(1-)*C₃₆H₅₈BrN₄⁽³⁺⁾; (Ra)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-9,14-bis(triisopropylsilyl)dinaphtho[1,3,2]dioxaphosphepine 4-oxide; sodium phosphate / hexane; para-xylene / 4 h / 20 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; 3BF₄^(1-)*C₃₆H₅₈BrN₄⁽³⁺⁾; (Ra)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-9,14-bis(triisopropylsilyl)dinaphtho[1,3,2]dioxaphosphepine 4-oxide; palladium diacetate; sodium phosphate; In 1,4-dioxane; hexane; para-xylene; water;

DOI:10.1021/ja305795x

upstream raw materials:

5,6-dibromo-1-cyclooctene

C₁₄H₂₃BO₂

C₂₁H₂₁NO

1-bromo-1,5-cyclooctadiene

Refernces