3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

Base Information

Chemical Name:3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel
CAS No.:757977-16-5
Molecular Formula:C₆₆H₈₉NO₁₄Si₂
Molecular Weight:1176.6
Hs Code.:

Synonyms:3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

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Chemical Property of 3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

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Technology Process of 3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

There total 14 articles about 3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel 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: 87.0%

: 757977-14-3
(3R,4S)-1-benzoyl-3-O-triisopropylsilyloxy-4-(o-allylphenyl)azetidin-2-one

: 172482-21-2
4-deacetyl-4-acryloyl-7-O-triethylsilylbaccatin III

: 757977-16-5
3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 3h;
DOI:10.1021/jm061071x

Reference yield:

: 941672-61-3
4-(2-bromo-phenyl)-3-hydroxy-1-(4-methoxy-phenyl)-azetidin-2-one

: 757977-16-5
3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 8 h / 20 °C

2: 84 percent / Pd₂(dba)3; Ph₃P / dioxane / 80 °C

3: ceric ammonium nitrate / acetonitrile / -5 °C

4: 90 percent / dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

5: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 3 h / -40 °C

With 1H-imidazole; dmap; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; ammonium cerium(IV) nitrate; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: Stille coupling;
DOI:10.1021/jm061071x

Reference yield:

: 757977-12-1
4-(2-allyl-phenyl)-3-triisopropylsilanyloxy-azetidin-2-one

: 757977-16-5
3'-dephenyl-3'-(o-allylphenyl)-4-deacetyl-4-acryloyl-7-O-triethylsilyl-2'-O-triisopropylsilylpaclitaxel

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

2: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 3 h / -40 °C

With dmap; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm061071x