3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

Base Information

Chemical Name:3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol
CAS No.:886450-08-4
Molecular Formula:C₂₁H₃₇N₃O₆Si
Molecular Weight:455.627
Hs Code.:

3-azido-4-[2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

Synonyms:3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

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Chemical Property of 3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

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Technology Process of 3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

There total 1 articles about 3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol 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:

: 271578-70-2
4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-but-2-en-1-ol

: 886450-08-4
3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

Guidance literature:: 4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-but-2-en-1-ol; With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; Diethyl tartrate; at -20 ℃; for 24h;

With diisopropoxytitanium diazide; In benzene; at 80 ℃; for 5h;
DOI:10.1002/anie.200503982

Reference yield:

: 886450-08-4
3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

: {2,3-dihydroxy-1-[2,4,5-trimethoxy-6-(4-methoxy-benzyloxymethyl)-3-methyl-benzyl]-propyl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / TsOH*H₂O / acetone / 0.17 h / 25 °C

2: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

4: 98 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 5 h / 0 - 25 °C

5: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Heating

6: aq. acetic acid / 12 h / 25 °C

With tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.200503982

Reference yield:

: 886450-08-4
3-azido-4-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4,6-trimethoxy-5-methyl-phenyl]-butane-1,2-diol

: C₄₁H₄₄N₂O₈

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / TsOH*H₂O / acetone / 0.17 h / 25 °C

2: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

4: 98 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 5 h / 0 - 25 °C

5: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / Heating

6: aq. acetic acid / 12 h / 25 °C

7: 95 percent / KMnO₄; NaIO₄; Na₂CO₃ / H₂O; dioxane / 10 h / 25 °C

8: 63 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 12 h / 25 °C

9: 78 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

10: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; buffer solution / CH₂Cl₂ / 3 h / 25 °C / pH 7

11: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

12: 75 percent / formic acid / 5 h / 100 °C

With potassium permanganate; sodium periodate; formic acid; buffer solution; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.200503982