tetrahydroalstonine

Base Information

• Chemical Name: tetrahydroalstonine
• CAS No.: 112835-69-5
• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.433
• Mol file: 112835-69-5.mol

Synonyms:

Chemical Property of tetrahydroalstonine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetrahydroalstonine

There total 60 articles about tetrahydroalstonine 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: 60.0%

C23H26N2O6 → (+)-rauniticine (483-03-4,483-04-5,642-17-1,5299-09-2,6474-90-4,6870-40-2,6884-17-9,20361-85-7,20361-86-8,24196-06-3,24196-08-5,24196-15-4,24196-16-5,25532-45-0,25532-46-1,112835-69-5,122441-12-7,132016-16-1)

Guidance literature:

C₂₃H₂₆N₂O₆; With methanol; sodium tetrahydroborate; at -10 ℃; for 0.5h; Inert atmosphere;

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere; Reflux;

With methanol; potassium carbonate; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.chempr.2017.04.007

Reference yield:

tryptamine hydrosuccinate + secologanin → akuammicine (639-43-0,7344-80-1) + tetrahydroalstonine (483-03-4,483-04-5,642-17-1,5299-09-2,6474-90-4,6870-40-2,6884-17-9,20361-85-7,20361-86-8,24196-06-3,24196-08-5,24196-15-4,24196-16-5,25532-45-0,25532-46-1,112835-69-5,122441-12-7,132016-16-1) + vindoline (2182-14-1)

Guidance literature:

With cell-free extracts from Catharanthus roseus; NADPH; flavin adenine dinucleotide; at 34 ℃; for 2h; Product distribution; Mechanism; biosynthesis of the products were studied; experiment was performed with <2-14C>tryptamine and the incorporation of the radiolabel into vindoline was investigated; different cell-free extracts;

DOI:10.1002/hlca.19820650716

Reference yield:

rac-17ξ-hydroxy-19α-methyl-(20α)-18-oxa-yohimbane-16β-carboxylic acid methyl ester (20361-93-7,21067-29-8,24196-07-4,55529-55-0,60383-90-6,62058-41-7,63569-17-5,63597-39-7,69349-84-4,81737-76-0,107741-10-6,107741-11-7) → tetrahydroalstonine (483-03-4,483-04-5,642-17-1,5299-09-2,6474-90-4,6870-40-2,6884-17-9,20361-85-7,20361-86-8,24196-06-3,24196-08-5,24196-15-4,24196-16-5,25532-45-0,25532-46-1,112835-69-5,122441-12-7,132016-16-1)

Guidance literature:

With PPA; In 1,2-dimethoxyethane; at 60 ℃; for 1h;

DOI:10.1021/ja00428a044

upstream raw materials:

serpentine

Downstream raw materials:

tetrahydroalstonine