C₅₉H₆₉NO₁₄Si

Base Information

• Chemical Name: C₅₉H₆₉NO₁₄Si
• CAS No.: 260249-46-5
• Molecular Formula: C₅₉H₆₉NO₁₄Si
• Molecular Weight: 1044.28
• Mol file: 260249-46-5.mol

Synonyms:C₅₉H₆₉NO₁₄Si

Chemical Property of C₅₉H₆₉NO₁₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₉H₆₉NO₁₄Si

There total 1 articles about C₅₉H₆₉NO₁₄Si 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: 100.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + C52H62O14Si (260245-86-1) → C59H69NO14Si (260249-46-5)

Guidance literature:

In pyridine; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(99)02056-0

Reference yield:

C59H69NO14Si (260249-46-5) → taxol (33069-62-4)

Guidance literature:

Multi-step reaction with 10 steps

1: TsN₃; Et₃N; DBU / acetonitrile / 16 h / 20 °C

2: 80 percent / Cu(acac)2 / 70 h / 60 °C

3: ([Bu]2Sn(Cl))2O / ethanol / 24 h / Heating

4: 90 percent

5: 73 percent / NaBH₃CN / acetic acid

6: HCO₂NH₄ / 10 percent Pd/C / acetic acid / 3 h / 20 °C

7: aq. NaHCO₃ / 3 h / 20 °C

8: 87 percent / DEAD; PPh₃ / 1 h / 0 °C

9: DMAP / pyridine

10: 0.1 N HCl / methanol / 3 h / 60 °C

With hydrogenchloride; dmap; copper acetylacetonate; 4-toluenesulfonyl azide; ammonium formate; 1,3-dichlorotetrabutyldistannoxane; sodium cyanoborohydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In pyridine; methanol; ethanol; acetic acid; acetonitrile; 1: Diazotization / 2: Substitution / 3: transesterification / 4: Swern oxid. / 5: Reduction / 6: Reduction / 7: Acylation / 8: Dehydration / 9: Acetylation / 10: Hydrolysis;

DOI:10.1016/S0040-4039(99)02056-0

Reference yield:

C59H69NO14Si (260249-46-5) → 7-(triethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydrooxazol-5-yl)carbonyl]baccatin (158722-23-7)

Guidance literature:

Multi-step reaction with 9 steps

1: TsN₃; Et₃N; DBU / acetonitrile / 16 h / 20 °C

2: 80 percent / Cu(acac)2 / 70 h / 60 °C

3: ([Bu]2Sn(Cl))2O / ethanol / 24 h / Heating

4: 90 percent

5: 73 percent / NaBH₃CN / acetic acid

6: HCO₂NH₄ / 10 percent Pd/C / acetic acid / 3 h / 20 °C

7: aq. NaHCO₃ / 3 h / 20 °C

8: 87 percent / DEAD; PPh₃ / 1 h / 0 °C

9: DMAP / pyridine

With dmap; copper acetylacetonate; 4-toluenesulfonyl azide; ammonium formate; 1,3-dichlorotetrabutyldistannoxane; sodium cyanoborohydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In pyridine; ethanol; acetic acid; acetonitrile; 1: Diazotization / 2: Substitution / 3: transesterification / 4: Swern oxid. / 5: Reduction / 6: Reduction / 7: Acylation / 8: Dehydration / 9: Acetylation;

DOI:10.1016/S0040-4039(99)02056-0

upstream raw materials:

O-benzylhydoxylamine hydrochloride

C₅₂H₆₂O₁₄Si

Downstream raw materials:

C₅₉H₆₇N₃O₁₄Si

taxol

7-(triethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydrooxazol-5-yl)carbonyl]baccatin

C₄₃H₅₆O₁₂Si