C₄₇H₄₃NO₄SSi

Base Information

• Chemical Name: C₄₇H₄₃NO₄SSi
• CAS No.: 144127-85-5
• Molecular Formula: C₄₇H₄₃NO₄SSi
• Molecular Weight: 746.014
• Mol file: 144127-85-5.mol

Synonyms:C₄₇H₄₃NO₄SSi

Chemical Property of C₄₇H₄₃NO₄SSi

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₇H₄₃NO₄SSi

There total 15 articles about C₄₇H₄₃NO₄SSi 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:

2-hydroxy-7,8,9,10-tetrahydrophenanthridine (100713-03-9) → C47H43NO4SSi (144127-85-5)

Guidance literature:

Multi-step reaction with 15 steps

1: 100 percent / pyridine / 24 h / 0 °C

2: 97 percent / diethylamine, copper(I) iodide, bis(triphenylphosphine)palladium(II) chloride / dimethylformamide / 11 h

3: 91 percent / m-CPBA / CH₂Cl₂ / 1 h / 25 °C

4: 91 percent / 1 h / 70 °C

5: 69 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C

6: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

7: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 0 deg C, 2 h

8: 87 percent / m-CPBA, buffer solution (pH 7.5) / CH₂Cl₂ / 2 h / 25 °C

9: 92 percent / HF, Pyr / tetrahydrofuran / 24 h / 25 °C

10: 90 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH₂Cl₂ / 3 h / 25 °C

11: 67 percent / copper(I) iodide, n-butylamine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3.5 h / 25 °C

12: 90 percent / LDA / toluene / 0.5 h / -78 °C

13: 76 percent / DMAP / CH₂Cl₂ / 60 h / 25 °C

14: 77 percent / n-Bu₃SnH, AIBN / benzene / 1.5 h / 55 °C

15: 92 percent / NaH / tetrahydrofuran / 0.17 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(triphenylphosphine)palladium(II)-chloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; buffer solution; Dowex 1*8-200; hydrogen fluoride; tri-n-butyl-tin hydride; sodium hydride; diethylamine; N-butylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1021/ja00049a022

Reference yield:

2-methoxy-7,8,9,10-tetrahydro-phenanthridine (35417-86-8) → C47H43NO4SSi (144127-85-5)

Guidance literature:

Multi-step reaction with 16 steps

1: sodium ethanethiolate / dimethylformamide / 4 h / 160 °C

2: 100 percent / pyridine / 24 h / 0 °C

3: 97 percent / diethylamine, copper(I) iodide, bis(triphenylphosphine)palladium(II) chloride / dimethylformamide / 11 h

4: 91 percent / m-CPBA / CH₂Cl₂ / 1 h / 25 °C

5: 91 percent / 1 h / 70 °C

6: 69 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C

7: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

8: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 0 deg C, 2 h

9: 87 percent / m-CPBA, buffer solution (pH 7.5) / CH₂Cl₂ / 2 h / 25 °C

10: 92 percent / HF, Pyr / tetrahydrofuran / 24 h / 25 °C

11: 90 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH₂Cl₂ / 3 h / 25 °C

12: 67 percent / copper(I) iodide, n-butylamine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3.5 h / 25 °C

13: 90 percent / LDA / toluene / 0.5 h / -78 °C

14: 76 percent / DMAP / CH₂Cl₂ / 60 h / 25 °C

15: 77 percent / n-Bu₃SnH, AIBN / benzene / 1.5 h / 55 °C

16: 92 percent / NaH / tetrahydrofuran / 0.17 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(triphenylphosphine)palladium(II)-chloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; buffer solution; Dowex 1*8-200; hydrogen fluoride; tri-n-butyl-tin hydride; sodium hydride; diethylamine; N-butylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; sodium thioethylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1021/ja00049a022

Reference yield:

2-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine (144127-49-1) → C47H43NO4SSi (144127-85-5)

Guidance literature:

Multi-step reaction with 14 steps

1: 97 percent / diethylamine, copper(I) iodide, bis(triphenylphosphine)palladium(II) chloride / dimethylformamide / 11 h

2: 91 percent / m-CPBA / CH₂Cl₂ / 1 h / 25 °C

3: 91 percent / 1 h / 70 °C

4: 69 percent / Dowex 1*8-200 / methanol / 24 h / 60 °C

5: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

6: 1.) THF, from -78 deg C to 0 deg C, 2.) THF, from -78 deg C to 0 deg C, 2 h

7: 87 percent / m-CPBA, buffer solution (pH 7.5) / CH₂Cl₂ / 2 h / 25 °C

8: 92 percent / HF, Pyr / tetrahydrofuran / 24 h / 25 °C

9: 90 percent / pyridinium chlorochromate (PCC), molecular sieves 4A / CH₂Cl₂ / 3 h / 25 °C

10: 67 percent / copper(I) iodide, n-butylamine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3.5 h / 25 °C

11: 90 percent / LDA / toluene / 0.5 h / -78 °C

12: 76 percent / DMAP / CH₂Cl₂ / 60 h / 25 °C

13: 77 percent / n-Bu₃SnH, AIBN / benzene / 1.5 h / 55 °C

14: 92 percent / NaH / tetrahydrofuran / 0.17 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(triphenylphosphine)palladium(II)-chloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; buffer solution; Dowex 1*8-200; hydrogen fluoride; tri-n-butyl-tin hydride; sodium hydride; diethylamine; N-butylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1021/ja00049a022

upstream raw materials:

2-hydroxy-7,8,9,10-tetrahydrophenanthridine

2-methoxy-7,8,9,10-tetrahydro-phenanthridine

2-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

2-[3-[(tert-Butyldiphenylsilyl)oxy]propynyl]-7,8,9,10-tetrahydrophenanthridine

Downstream raw materials:

C₃₁H₂₅NO₆S

C₃₁H₂₅NO₄S