7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel

Base Information

• Chemical Name: 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel
• CAS No.: 205490-34-2
• Molecular Formula: C₅₇H₇₁NO₁₅Si
• Molecular Weight: 1038.27
• Mol file: 205490-34-2.mol

Synonyms:7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel

Chemical Property of 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel

There total 2 articles about 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel 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: 86.0%

(3R,4S)-1-benzoyl-4-phenyl-3-(triethylsilyl)oxy-2-azetidinone (149249-91-2) + 13-deacetylbaccatin VI (148877-81-0) → 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel (205490-34-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo981406l

Reference yield:

1β-dehydroxybaccatine VI → 7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel (205490-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Red-Al / tetrahydrofuran; toluene / 0.33 h / -20 °C

2: 86 percent / NaH / tetrahydrofuran / 2 h / 0 - 20 °C

With sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;

DOI:10.1021/jo981406l

Reference yield: 87.0%

7,9-diacetyl-9(R)-dihydro-2'-triethylsilyl-1-deoxypaclitaxel (205490-34-2) → 9(R)-dihydro-7,9-diacetyl-1-deoxypaclitaxel

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo981406l

upstream raw materials:

(3R,4S)-1-benzoyl-4-phenyl-3-(triethylsilyl)oxy-2-azetidinone

13-deacetylbaccatin VI