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

Base Information

• Chemical Name: 2-p-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel
• CAS No.: 808748-89-2
• Molecular Formula: C₆₆H₁₀₁NO₁₃Si₃
• Molecular Weight: 1200.78
• Mol file: 808748-89-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-p-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: 32.0%

4-allyl benzoic acid (1076-99-9) + 2-(tert-butyl-dimethyl-silanyloxy)-3-hept-6-enoylamino-3-phenyl-propionic acid 2-(10b-acetoxy-9,10-dihydroxy-4a,8,8-trimethyl-5-oxo-4,6-bis-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-7-yl)-1-methyl-propyl ester → 2-p-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel (808748-89-2)

Guidance literature:

2-(tert-butyl-dimethyl-silanyloxy)-3-hept-6-enoylamino-3-phenyl-propionic acid 2-(10b-acetoxy-9,10-dihydroxy-4a,8,8-trimethyl-5-oxo-4,6-bis-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-7-yl)-1-methyl-propyl ester; With dmap; dicyclohexyl-carbodiimide; In toluene; at 60 ℃; for 0.25h;

4-allyl benzoic acid; In toluene; at 60 ℃; for 24h;

DOI:10.1021/jm0497996

Reference yield:

4-iodobenzoic acid (619-58-9) → 2-p-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel (808748-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 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: 81 percent / aq. NaOH / ethanol / 3 h / 20 °C

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

4.2: 32 percent / toluene / 24 h / 60 °C

With dmap; sodium hydroxide; thionyl chloride; isopropylmagnesium chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; toluene;

DOI:10.1021/jm0497996

Reference yield:

4-allyl-benzoic acid ethyl ester (19819-94-4) → 2-p-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel (808748-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 81 percent / aq. NaOH / ethanol / 3 h / 20 °C

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

2.2: 32 percent / toluene / 24 h / 60 °C

With dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In ethanol; toluene;

DOI:10.1021/jm0497996

upstream raw materials:

4-allyl benzoic acid

4-iodobenzoic acid

4-allyl-benzoic acid ethyl ester

4-iodobenzoic acid ethyl ester