2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

Base Information

Chemical Name:2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine
CAS No.:151513-27-8
Molecular Formula:C₂₁H₁₈F₃NO₅S
Molecular Weight:453.439
Hs Code.:

Synonyms:2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

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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 2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

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Technology Process of 2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

There total 5 articles about 2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>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: 50.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 151513-26-7
2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone

: 151513-27-8
2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: With triethylamine; In acetonitrile; 1.) 0 deg C, 30 min, 2.) r.t., 30 min;
DOI:10.1021/jo00078a046

Reference yield:

: 144019-62-5
N-<4-(benzyloxy)-3-(benzyloxycarbonyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

: 151513-27-8
2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 87 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / Ambient temperature

3: 77 percent / mCPBA / CH₂Cl₂ / 14 h / Ambient temperature

4: 100 percent / 37percent aq. HCl / methanol / 0.25 h / Heating

5: 50 percent / Et₃N / acetonitrile / 1.) 0 deg C, 30 min, 2.) r.t., 30 min

With hydrogenchloride; lithium aluminium tetrahydride; 4 A molecular sieve; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00078a046

Reference yield:

: 151513-23-4
N-<4-(Benzyloxy)-3-(hydroxymethyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

: 151513-27-8
2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / Ambient temperature

2: 77 percent / mCPBA / CH₂Cl₂ / 14 h / Ambient temperature

3: 100 percent / 37percent aq. HCl / methanol / 0.25 h / Heating

4: 50 percent / Et₃N / acetonitrile / 1.) 0 deg C, 30 min, 2.) r.t., 30 min

With hydrogenchloride; 4 A molecular sieve; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00078a046