17,18-Dehydroapovinvamine

Base Information

• Chemical Name: 17,18-Dehydroapovinvamine
• CAS No.: 50298-88-9
• Molecular Formula: C21H22N2O2
• Molecular Weight: 334.41
• Mol file: 50298-88-9.mol

Synonyms:17,18-Dehydroapovinvamine

Chemical Property of 17,18-Dehydroapovinvamine

Chemical Property:

• PSA: 34.47000
• LogP: 3.47210

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 17,18-Dehydroapovincamine is a key intermediate in the synthesis of eburnamine-type alkaloids, such as methyl (3α,14β,15β,16α)-17,18-didehydro-14,15-dihydroeburnamine-15-methoxy-14-carboxylate (VIII). It undergoes hydroalkoxylation with methanol under Lewis acid or ion exchange resin catalysis, enabling efficient one-pot synthesis of the target alkaloid under optimized reaction conditions.

Technology Process of 17,18-Dehydroapovinvamine

There total 3 articles about 17,18-Dehydroapovinvamine 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: 95.0%

C21H24N2O3 → (+)-17,19-didehydroapovincamine (50298-88-9)

Guidance literature:

With sulfuric acid; In ethyl acetate; at 65 ℃;

DOI:10.2478/s11696-013-0512-8

Reference yield:

tabersonine (4429-63-4) → (+)-17,19-didehydroapovincamine (50298-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: permaleic acid / methanol; N,N-dimethyl-formamide / 5 °C

1.2: 40 °C

2.1: sulfuric acid / ethyl acetate / 65 °C

With sulfuric acid; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.2478/s11696-013-0512-8

Reference yield:

→ Apo-Δ14-Vincamin (50298-88-9)

Guidance literature:

I, Dehydrierung;

DOI:10.1016/0031-9422(73)80587-4

upstream raw materials:

tabersonine