(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

Base Information

Chemical Name:(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate
CAS No.:333754-43-1
Molecular Formula:C₅₅H₈₀FN₃O₁₃Si
Molecular Weight:1038.34
Hs Code.:

(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

Synonyms:(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

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Chemical Property of (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

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Technology Process of (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

There total 20 articles about (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate 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:

: 333754-42-0
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-6,11-dien-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

: 333754-43-1
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

Guidance literature:: With ammonium formate; palladium 10% on activated carbon; In ethanol; water; at 45 ℃; for 3h; Product distribution / selectivity;

Reference yield:

: 32981-86-5,172018-16-5
10-deacetylbaccatin III

: 333754-43-1
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap; pyridine; trifluorormethanesulfonic acid / 0 - 10 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / 70 °C

3.1: ammonium formate / palladium 10% on activated carbon / ethanol; water / 40 - 60 °C / Inert atmosphere

4.1: borane-THF / tetrahydrofuran / -10 - 0 °C / Inert atmosphere

4.2: Cooling with ice

5.1: zinc(II) chloride / dichloromethane / 24 h / 30 °C

6.1: pyridine; water; potassium permanganate / 25 - 55 °C

7.1: sodium periodate; pyridine / acetonitrile; water / 2 h / 15 - 50 °C

8.1: sodium acetate / ethyl acetate / 0 - 15 °C

8.2: 0 - 40 °C

9.1: lithium hexamethyldisilazane / tetrahydrofuran / -50 - -30 °C

9.2: 1.5 h / -30 - 0 °C

With pyridine; dmap; potassium permanganate; sodium periodate; borane-THF; trifluorormethanesulfonic acid; water; ammonium formate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; palladium 10% on activated carbon; zinc(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

: 1353548-60-3
C₃₃H₄₅NO₉

: 333754-33-9
(3R,4S)-cis-1-(t-butoxycarbonyl)-4-(3-fluoro-pyridin-2-yl)-3-triisopropylsilyloxy-2-azetidinone

: 333754-43-1
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate

Guidance literature:: C₃₃H₄₅NO₉; With lithium hexamethyldisilazane; In tetrahydrofuran; at -50 - -30 ℃;

(3R,4S)-cis-1-(t-butoxycarbonyl)-4-(3-fluoro-pyridin-2-yl)-3-triisopropylsilyloxy-2-azetidinone; In tetrahydrofuran; at -30 - 0 ℃; for 1.5h; Product distribution / selectivity;