OLEANDRIN

Base Information

• Chemical Name: OLEANDRIN
• CAS No.: 53177-88-1
• Molecular Weight: 576.71812
• Mol file: 53177-88-1.mol

Synonyms:

Chemical Property of OLEANDRIN

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of OLEANDRIN

There total 3 articles about OLEANDRIN 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: 41.0%

4′-dehydrooleandrin (55147-64-3,64625-69-0) → 4′-α-oleandrin (53177-88-1)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; methanol; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.fitote.2016.07.002

Reference yield:

→ 3β-O-(β-D-sarmentosyl)-16β-acetoxy-14-hydroxy-5β,14β-card-20(22)-enolide (465-16-7,465-17-8,508-22-5,559-83-1,31087-94-2,144300-17-4,53177-88-1)

Guidance literature:

With enzyme-substance from seed of adenium multiflorum;

DOI:10.1002/hlca.19500330431

Reference yield:

oleandrin (465-16-7,465-17-8,508-22-5,559-83-1,31087-94-2,144300-17-4,53177-88-1) → 4′-α-oleandrin (53177-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium chlorochromate / dichloromethane / 48 h / 20 °C / Inert atmosphere

2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; 2: |Luche Cerium Reduction;

DOI:10.1016/j.fitote.2016.07.002

upstream raw materials:

oleandrin

4′-dehydrooleandrin

Downstream raw materials:

gitoxigenin

Refernces

• 1、 Chen, Xubing,Hou, Jinjun,Lei, Min,Long, Huali,Wu, Wanying,Zhang, Yanzhi,Zhang, Zijia,Zhou, Yang. "Synthesis of oleandrin derivatives and their cytotoxic activity". . . Retrieved 2020/05/13.