(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Base Information

Chemical Name:(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate
CAS No.:647840-14-0
Molecular Formula:C₆₁H₈₂N₂O₁₄Si
Molecular Weight:1095.41
Hs Code.:

(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Synonyms:(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Suppliers and Price of (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

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Chemical Property of (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

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Technology Process of (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

There total 9 articles about (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-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: 82.0%

: 333754-19-1
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-1,13-dihydroxy-5,20-epoxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-ene

: 647840-13-9
(3R,4S)-4-(5-benzyloxy-2-pyridyl)-1-(tert-butoxycarbonyl)-3-triisopropylsilyloxy-2-azetidinone

: 647840-14-0
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.5h; cooling;
DOI:10.1016/S0968-0896(03)00454-1

Reference yield:

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 647840-14-0
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 82 percent / NaH / tetrahydrofuran; dimethylformamide / 20 °C

2.1: 96 percent / meta-chloroperoxybenzoic acid / CHCl₃ / 1 h / cooling

3.1: 77 percent / 0.5 h / 130 °C

4.1: 75 percent / NaOH / ethanol; H₂O / 1.5 h / Heating

5.1: 77 percent / MnO₂ / CHCl₃ / 0.08 h / Heating

6.1: tetrahydrofuran / 0.5 h / 0 °C

6.2: (CH₃)3SiCl / tetrahydrofuran / 0.5 h / 0 °C

7.1: lithium diisopropylamide / tetrahydrofuran; hexane / 2 h / -78 °C

7.2: 780 mg / tetrahydrofuran; hexane / -78 - 20 °C

8.1: 88 percent / 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 1 h / 20 °C

9.1: 82 percent / LiHMDS / tetrahydrofuran / 0.5 h / cooling

With dmap; manganese(IV) oxide; sodium hydroxide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00454-1

Reference yield:

: 63793-98-6
5-benzyloxy-2-methyl-pyridine

: 647840-14-0
(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-1-hydroxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-en-13-yl (2R,3S)-3-(5-benzyloxy-2-pyridyl)-3-(tert-butoxycarbonylamino)-2-triisopropylsilyloxypropionate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / meta-chloroperoxybenzoic acid / CHCl₃ / 1 h / cooling

2.1: 77 percent / 0.5 h / 130 °C

3.1: 75 percent / NaOH / ethanol; H₂O / 1.5 h / Heating

4.1: 77 percent / MnO₂ / CHCl₃ / 0.08 h / Heating

5.1: tetrahydrofuran / 0.5 h / 0 °C

5.2: (CH₃)3SiCl / tetrahydrofuran / 0.5 h / 0 °C

6.1: lithium diisopropylamide / tetrahydrofuran; hexane / 2 h / -78 °C

6.2: 780 mg / tetrahydrofuran; hexane / -78 - 20 °C

7.1: 88 percent / 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 1 h / 20 °C

8.1: 82 percent / LiHMDS / tetrahydrofuran / 0.5 h / cooling

With dmap; manganese(IV) oxide; sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; chloroform; water;
DOI:10.1016/S0968-0896(03)00454-1