C₂₈H₄₄O₉Si

Base Information

• Chemical Name: C₂₈H₄₄O₉Si
• CAS No.: 155588-19-5
• Molecular Formula: C₂₈H₄₄O₉Si
• Molecular Weight: 552.737
• Mol file: 155588-19-5.mol

Synonyms:C₂₈H₄₄O₉Si

Chemical Property of C₂₈H₄₄O₉Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of C₂₈H₄₄O₉Si

There total 1 articles about C₂₈H₄₄O₉Si 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: 42.0%

4-dimethylaminophenyllithium (13190-50-6) + C29H42O10Si (155588-11-7) → C28H44O9Si (155588-19-5) + C35H51NO9Si + C37H53NO10Si (163351-90-4)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield:

C28H44O9Si (155588-19-5) → taxol (33069-62-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / pyridine / toluene / 0.5 h / 0 °C

2: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 25 °C

3: tetrahydrofuran; cyclohexane / 15 h / -78 °C

4: 94 percent Turnov_. / NaBH₄ / methanol / 3 h / 25 °C

5: 86 percent Turnov_. / NaN(SiMe₃)2 / tetrahydrofuran / 0.5 h / 0 °C

6: 80 percent / HF*pyridine / tetrahydrofuran / 1.25 h / 25 °C

With pyridine; dmap; sodium tetrahydroborate; sodium hexamethyldisilazane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; toluene;

DOI:10.1021/ja00107a006

Reference yield:

C28H44O9Si (155588-19-5) → 7-triethylsilyl-13-dehydro-10-deacetylbaccatin III (155588-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / pyridine / toluene / 0.5 h / 0 °C

2: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 25 °C

3: tetrahydrofuran; cyclohexane / 15 h / -78 °C

With pyridine; dmap; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1021/ja00107a006

upstream raw materials:

4-dimethylaminophenyllithium

C₂₉H₄₂O₁₀Si

Downstream raw materials:

taxol

7-(triethylsilyl)baccatin III

7-triethylsilyl-13-dehydro-10-deacetylbaccatin III

(2aR,4S,4aS,6R,11S,12S,12aR,12bS)-12-benzoyloxy-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-triethylsilyloxy-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)diyl diacetate