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

Base Information

Chemical Name:2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-hydroxy-7,8,9,10-tetrahydrophenanthridine
CAS No.:144127-95-7
Molecular Formula:C₃₂H₃₃NO₂Si
Molecular Weight:491.705
Hs Code.:

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

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

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

There total 7 articles about 2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-10-hydroxy-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: 69.0%

: 144127-93-5
10-acetoxy-2-<3-<(tert-butyldiphenylsilyl)oxy>propynyl>-7,8,9,10-tetrahydrophenanthridine

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

Guidance literature:: With Dowex 1*8-200; In methanol; at 60 ℃; for 24h;
DOI:10.1021/ja00049a022

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; 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

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

Guidance literature:: Multi-step reaction with 6 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

With pyridine; 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