7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel

Base Information

• Chemical Name: 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel
• CAS No.: 1431704-40-3
• Molecular Formula: C₅₉H₈₅NO₁₅Si₂
• Molecular Weight: 1104.49

Synonyms:7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel

Chemical Property of 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel

Chemical Property:

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Technology Process of 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel

There total 2 articles about 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel 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: 45.5%

2-methylpent-4-en-2-yl 4-nitrophenyl carbonate (1431704-37-8) + 7,2'-di(O-triethylsilyl)-3'-N-debenzoylpaclitaxel (168479-09-2) → 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel (1431704-40-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1039/c3ob40407b

Reference yield:

2-methylpent-4-en-2-ol (624-97-5) → 7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel (1431704-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 5 h / 20 °C

2: triethylamine; dmap / dichloromethane / 72 h / 20 °C

With pyridine; dmap; triethylamine; In dichloromethane;

DOI:10.1039/c3ob40407b

Reference yield: 81.0%

7,2'-di(O-triethylsilyl)-3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel (1431704-40-3) → 3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel (1431704-27-6)

Guidance literature:

With pyridine; hydrogen fluoride; In acetonitrile; at 0 - 20 ℃; for 24h;

DOI:10.1039/c3ob40407b

upstream raw materials:

2-methylpent-4-en-2-yl 4-nitrophenyl carbonate

7,2'-di(O-triethylsilyl)-3'-N-debenzoylpaclitaxel

2-methylpent-4-en-2-ol

Downstream raw materials:

3'-N-debenzoyl-3'-N-[(2-methylpent-4-en-2-yloxy)carbonyl]paclitaxel

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