2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

Base Information

Chemical Name:2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel
CAS No.:808748-90-5
Molecular Formula:C₆₆H₁₀₁NO₁₃Si₃
Molecular Weight:1200.78
Hs Code.:

Synonyms:2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

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Chemical Property of 2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

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Technology Process of 2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

There total 3 articles about 2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel 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:

: 58313-23-8
3-iodobenzoic acid methyl ester

: 808748-90-5
2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

Guidance literature:: Multi-step reaction with 3 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 °C

1.2: CuCN; LiCl / tetrahydrofuran / 0.25 h

1.3: 77 percent / tetrahydrofuran / 1 h

2.1: 83 percent / aq. NaOH / ethanol / 3 h / 20 °C

3.1: DCC; DMAP / toluene / 0.25 h / 60 °C

3.2: 62 percent / toluene / 24 h / 60 °C

With dmap; sodium hydroxide; isopropylmagnesium chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jm0497996

Reference yield:

: 372510-70-8
3-allyl-benzoic acid ethyl ester

: 808748-90-5
2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / aq. NaOH / ethanol / 3 h / 20 °C

2.1: DCC; DMAP / toluene / 0.25 h / 60 °C

2.2: 62 percent / toluene / 24 h / 60 °C

With dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In ethanol; toluene;
DOI:10.1021/jm0497996

Reference yield:

: 618-51-9
3-Iodobenzoic acid

: 808748-90-5
2-m-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / thionyl chloride / 4 h / 60 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 °C

2.2: CuCN; LiCl / tetrahydrofuran / 0.25 h

2.3: 77 percent / tetrahydrofuran / 1 h

3.1: 83 percent / aq. NaOH / ethanol / 3 h / 20 °C

4.1: DCC; DMAP / toluene / 0.25 h / 60 °C

4.2: 62 percent / toluene / 24 h / 60 °C

With dmap; sodium hydroxide; thionyl chloride; isopropylmagnesium chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jm0497996