1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

Base Information

Chemical Name:1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol
CAS No.:922712-36-5
Molecular Formula:C₃₃H₅₅O₁₇P₃Si
Molecular Weight:844.796
Hs Code.:

Synonyms:1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

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Chemical Property of 1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

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Technology Process of 1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

There total 6 articles about 1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol 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: 95.0%

: 922712-50-3
1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-myo-inositol

: 122194-07-4
dimethyl N,N-diisopropylphosphoramidite

: 922712-36-5
1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

Guidance literature:: 1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-myo-inositol; dimethyl N,N-diisopropylphosphoramidite; With 1H-tetrazole; In dichloromethane; for 12h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -20 - 20 ℃;
DOI:10.1021/ja065002j

Reference yield:

: 922712-49-0
1D-1-O-(tert-butyldiphenylsilyl)-2,6-O-bis(methoxymethylene)-4,5-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-myo-inositol

: 922712-36-5
1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 80 percent / HMPA / tetrahydrofuran / 7 h / -78 - 20 °C

2.1: 90 percent / TBAF / tetrahydrofuran / 0 - 20 °C

3.1: 1H-tetrazole / CH₂Cl₂ / 12 h

3.2: 95 percent / m-CPBA / CH₂Cl₂ / -20 - 20 °C

With 1H-tetrazole; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja065002j

Reference yield:

: 922712-27-4
1D-1-O-(tert-butyldiphenylsilyl)-3-O-benzoyl-4,5-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-myo-inositol

: 922712-36-5
1D-1-O-(tert-butyldiphenylsilyl)-3-(dimethylmethylenephosphonate)-2,6-O-bis(methoxymethylene)-4,5-bis(dimethylphosphate)-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 63 percent / DIPEA / dimethylformamide / 24 h / 65 °C

2.1: 88 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1.5 h / -78 °C

3.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 80 percent / HMPA / tetrahydrofuran / 7 h / -78 - 20 °C

4.1: 90 percent / TBAF / tetrahydrofuran / 0 - 20 °C

5.1: 1H-tetrazole / CH₂Cl₂ / 12 h

5.2: 95 percent / m-CPBA / CH₂Cl₂ / -20 - 20 °C

With 1H-tetrazole; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja065002j