Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

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Chemical Name:Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester
CAS No.:100431-62-7
Molecular Formula:C₄₇H₅₁NO₁₄
Molecular Weight:853.92
Hs Code.:

Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

Synonyms:Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

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Chemical Property of Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

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Technology Process of Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

There total 5 articles about Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester 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: 77.0%

: 100431-61-6
7-oxo-5,6-dehydro-5,O-secotaxol

: 100431-62-7
Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

Guidance literature:: With hydrogen; platinum on activated charcoal; In methanol; for 3h; Ambient temperature;
DOI:10.1021/jo00356a006

Reference yield:

: 100431-55-8
2'-<((2,2,2-trichloroethyl)oxy)carbonyl>taxol

: 100431-62-7
Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Jones' reagent / acetone / 0.18 h / Ambient temperature

2: Zn, AcOH / methanol / 0.17 h / Ambient temperature

3: TLC plate / ethyl acetate; hexane

4: 77 percent / H₂ / 5percent Pt/C / methanol / 3 h / Ambient temperature

With jones' reagent; TLC plate; hydrogen; acetic acid; zinc; platinum on activated charcoal; In methanol; hexane; ethyl acetate; acetone;
DOI:10.1021/jo00356a006

Reference yield:

: 33069-62-4,105454-04-4,119323-97-6,147557-12-8,148553-70-2,149197-23-9
taxol

: 100431-62-7
Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / Jones' reagent / acetone / 0.33 h / Ambient temperature

2: TLC plate / ethyl acetate; hexane

3: 77 percent / H₂ / 5percent Pt/C / methanol / 3 h / Ambient temperature

With jones' reagent; TLC plate; hydrogen; platinum on activated charcoal; In methanol; hexane; ethyl acetate; acetone;
DOI:10.1021/jo00356a006