(13aS,14S)-14-hydroxytylophorine

Base Information

• Chemical Name: (13aS,14S)-14-hydroxytylophorine
• CAS No.: 52437-07-7
• Molecular Formula: C₂₃H₂₅NO₄
• Molecular Weight: 379.456
• Mol file: 52437-07-7.mol

Synonyms:

Chemical Property of (13aS,14S)-14-hydroxytylophorine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (13aS,14S)-14-hydroxytylophorine

There total 2 articles about (13aS,14S)-14-hydroxytylophorine 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:

C23H23NO4 → (13aS,14S)-14-hydroxytylophorine (571-70-0,6799-27-5,52437-07-7,62181-70-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; hexane; at -40 - 20 ℃; for 9h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.200900920

Reference yield:

C23H23NO5 → (13aS,14S)-14-hydroxytylophorine (571-70-0,6799-27-5,52437-07-7,62181-70-8)

Guidance literature:

With borane-THF; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2010.11.008

Reference yield: 96.0%

(13aS,14S)-14-hydroxytylophorine (571-70-0,6799-27-5,52437-07-7,62181-70-8) → (S)-deoxytylophorinine (54781-87-2)

Guidance literature:

With triethylsilane; trifluoroacetic acid; at 20 ℃; for 10h; Darkness;

DOI:10.1002/ejoc.200900920

Downstream raw materials:

(S)-deoxytylophorinine

Refernces

• 1、 Ikeda, Takashi,Yaegashi, Takashi,Matsuzaki, Takeshi,Hashimoto, Syusuke,Sawada, Seigo. "Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities". scheme or table. p. 342 - 345. Retrieved 2011/02/27.