2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

Base Information

Chemical Name:2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine
CAS No.:144127-75-3
Molecular Formula:C₃₈H₄₇NO₂Si₂
Molecular Weight:605.968
Hs Code.:

Synonyms:2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

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Chemical Property of 2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

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Technology Process of 2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

There total 7 articles about 2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine 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: 88.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 144127-95-7
2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-hydroxy-7,8,9,10-tetrahydrophenanthridine

: 144127-75-3
2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/ja00049a022

Reference yield:

: 100713-03-9
2-hydroxy-7,8,9,10-tetrahydrophenanthridine

: 144127-75-3
2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: Multi-step reaction with 6 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

With pyridine; 2,6-dimethylpyridine; copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; Dowex 1*8-200; diethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00049a022

Reference yield:

: 35417-86-8
2-methoxy-7,8,9,10-tetrahydro-phenanthridine

: 144127-75-3
2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-<(triethylsilyl)oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: Multi-step reaction with 7 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

With pyridine; 2,6-dimethylpyridine; copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; Dowex 1*8-200; diethylamine; 3-chloro-benzenecarboperoxoic acid; sodium thioethylate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00049a022