2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

Base Information

Chemical Name:2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone
CAS No.:109035-07-6
Molecular Formula:C₁₈H₂₅N₃O₃Si
Molecular Weight:359.5
Hs Code.:

Synonyms:2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

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Chemical Property of 2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

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Technology Process of 2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

There total 3 articles about 2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone 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: 45.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 109035-06-5
2-azido-5-hydroxy-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

: 109035-07-6
2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/jo00227a003

Reference yield:

: 105103-88-6
3-bromo-4,6-dimethoxy-5-methyl-2-(2,4-pentadienyl)phenol

: 109035-07-6
2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) ceric ammonium nitrate, 2.) 6N aq. HNO₃ / 1.) CH₃CN, H₂O, 0 deg C, 2 h, 2.) CH₃CN, 1 h

2: aq. NaN₃ / ethanol / 1 h / Ambient temperature

3: 45 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

With 2,6-dimethylpyridine; sodium azide; ammonium cerium(IV) nitrate; nitric acid; In ethanol; dichloromethane;
DOI:10.1021/jo00227a003

Reference yield:

: 109034-92-6
2-bromo-5-hydroxy-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

: 109035-07-6
2-azido-5-<(tert-butyldimethylsilyl)oxy>-6-methyl-3-(2,4-pentadienyl)-1,4-benzoquinone

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaN₃ / ethanol / 1 h / Ambient temperature

2: 45 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

With 2,6-dimethylpyridine; sodium azide; In ethanol; dichloromethane;
DOI:10.1021/jo00227a003