11-Epitilivalline

Base Information

• Chemical Name: 11-Epitilivalline
• CAS No.: 80279-25-0
• Molecular Formula: C₂₀H₁₉N₃O₂
• Molecular Weight: 333.39
• Mol file: 80279-25-0.mol

Synonyms:

Chemical Property of 11-Epitilivalline

Chemical Property:

Purity/Quality:

11-Epitilivalline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 11-Epitilivalline, is a derivative of Tilivalline (T440350), and has been shown to have cytotoxic toward mouse leukemia L1210 cells.

Technology Process of 11-Epitilivalline

There total 5 articles about 11-Epitilivalline 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: 92.0%

(2S)-N-(3-benzyloxy-2-nitrobenzoyl)-2-pyrrolidinyl-3'-indolyl ketone (82354-31-2) → tilivalline (80279-24-9) + 11-epi-tilivalline (80279-25-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4h; Heating;

DOI:10.1016/0040-4020(82)85058-8

Reference yield:

3-benzyloxy-2-nitrobenzoic acid (24115-89-7) → 11-epi-tilivalline (80279-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 1 h

2: 31 percent / tetrahydrofuran / 16 h

3: 92 percent / H₂ / 10percent Pd-C / ethanol / 4 h / Heating

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/0040-4020(82)85058-8

Reference yield:

(2S)-2-pyrrolidinyl-3'-indolyl ketone (82354-29-8) → 11-epi-tilivalline (80279-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / tetrahydrofuran / 16 h

2: 92 percent / H₂ / 10percent Pd-C / ethanol / 4 h / Heating

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/0040-4020(82)85058-8

upstream raw materials:

tilivalline

(2S)-N-(3-benzyloxy-2-nitrobenzoyl)-2-pyrrolidinyl-3'-indolyl ketone

3-benzyloxy-2-nitrobenzoic acid

(2S)-2-pyrrolidinyl-3'-indolyl ketone

Refernces

• 1、 Matsumoto, Takatoshi,Matsunaga, Nobuyuki,Kanai, Ayako,Aoyama, Toyohiko,Shioiri, Takayuki,Osawa, Eiji. "Epimerization of Tilivalline". . p. 9781 - 9788. Retrieved 1994.