3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

Base Information

Chemical Name:3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine
CAS No.:144019-69-2
Molecular Formula:C₂₆H₃₃NO₂Si
Molecular Weight:419.639
Hs Code.:

Synonyms:3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

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Technology Process of 3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

There total 12 articles about 3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine 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: 98.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 144019-68-1
3-(benzyloxy)-10-hydroxy-7,8,9,10-tetrahydrophenanthridine

: 144019-69-2
3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 25 ℃; for 0.5h;
DOI:10.1021/ja00049a023

Reference yield: 98.0%

: 108-48-5
2,6-dimethylpyridine

: 69739-34-0
t-butyldimethylsiyl triflate

: 144019-68-1
3-(benzyloxy)-10-hydroxy-7,8,9,10-tetrahydrophenanthridine

: 144019-69-2
3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

Guidance literature:: In dichloromethane;

Reference yield:

: 4746-93-4
1,4-dioxaspiro[4.5]decane-6-carboxylic acid

: 144019-69-2
3-Benzyloxy-10-[(tert-butyldimethylsilyl)oxy]-7,8,9,10-tetrahydro-phenanthridine

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / DCC, DMAP / CH₂Cl₂ / 14 h / Ambient temperature

2: 87 percent / tetrahydrofuran / 96 h / Heating

3: 1.) NaH, 2.) tetra-n-butylammonium iodide / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 1 h

4: 1.) 37percent aq. HCl, 2.) DIBAL, LiAlH₄, 3.) silica gel, O₂

5: 88 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 25 °C

6: 80 percent / 14 h / 25 °C

7: 98 percent / K₂CO₃ / methanol / 2 h / 25 °C

8: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 25 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; oxygen; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja00049a023