2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

Base Information

Chemical Name:2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel
CAS No.:925211-47-8
Molecular Formula:C₆₃H₈₆FNO₁₄Si₂
Molecular Weight:1159.52
Hs Code.:

Synonyms:2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

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Chemical Property of 2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

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Technology Process of 2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

There total 11 articles about 2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel 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: 54.0%

: 925211-44-5
(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-(p-trideuteriomethylphenyl)azetidin-2-one

: 2-debenzoyl-2-(p-fluorobenzoyl)-7-O-triethylsilylbaccatin

: 925211-47-8
2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

Guidance literature:: 2-debenzoyl-2-(p-fluorobenzoyl)-7-O-triethylsilylbaccatin; With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.166667h;

(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-(p-trideuteriomethylphenyl)azetidin-2-one; In tetrahydrofuran; for 4h; Further stages.;
DOI:10.1021/ja0656604

Reference yield:

: (rac)-cis-1-(p-methoxyphenyl)-3-acetoxy-4-(p-trideuteriomethylphenyl)azetidin-2-one

: 925211-47-8
2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

Guidance literature:: Multi-step reaction with 6 steps

1.1: 50 percent / lipase PS Amano / acetonitrile / 168 h / pH 7.2

2.1: aq. KOH / tetrahydrofuran / 0.75 h / 0 °C

3.1: 1.83 g / imidazole / dimethylformamide / 3 h / 20 °C

4.1: 55 percent / (NH₄)2Ce(NO₃)6*2H₂O / acetonitrile; H₂O / 0.75 h / -5 °C

5.1: 98 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

6.1: LHMDS / tetrahydrofuran / 0.17 h

6.2: 54 percent / tetrahydrofuran / 4 h

With 1H-imidazole; potassium hydroxide; Lipase PS Amano; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0656604

Reference yield:

: C₁₅H₁₂⁽²⁾H₃NO

: 925211-47-8
2'-O-(triisopropyl)-3'-(p-trideuteromethylphenyl)-7-O-triethylsilyl-2-debenzoyl-2-(p-fluorobenzoyl)-paclitaxel

Guidance literature:: Multi-step reaction with 7 steps

1.1: 3.7 g / Et₃N / CH₂Cl₂ / 12 h / 20 °C

2.1: 50 percent / lipase PS Amano / acetonitrile / 168 h / pH 7.2

3.1: aq. KOH / tetrahydrofuran / 0.75 h / 0 °C

4.1: 1.83 g / imidazole / dimethylformamide / 3 h / 20 °C

5.1: 55 percent / (NH₄)2Ce(NO₃)6*2H₂O / acetonitrile; H₂O / 0.75 h / -5 °C

6.1: 98 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

7.1: LHMDS / tetrahydrofuran / 0.17 h

7.2: 54 percent / tetrahydrofuran / 4 h

With 1H-imidazole; potassium hydroxide; Lipase PS Amano; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0656604