Alstonine

Base Information

• Chemical Name: Alstonine
• CAS No.: 642-18-2
• Molecular Formula: C₂₁H₂₀N₂O₃
• Molecular Weight: 348.401
• UNII: SB0M27Q90X
• DSSTox Substance ID: DTXSID201115727
• Wikipedia: Alstonine
• Wikidata: Q15708035
• Metabolomics Workbench ID: 69059
• ChEMBL ID: CHEMBL1187439
• Mol file: 642-18-2.mol

Synonyms:3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19a-methyl-20a-oxayohimbanium;alstonine;serpentine;serpentine (alkaloid);serpentine (alkaloid), (19alpha,20alpha)-hydroxide inner salt;serpentine (alkaloid), (19alpha,20alpha)-isomer;serpentine (alkaloid), hydrogen tartrate (1:1) salt;serpentine (alkaloid), hydroxide inner salt

Chemical Property of Alstonine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 52.30000
• Density: g/cm³
• LogP: 2.50180
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 348.14739250
• Heavy Atom Count: 26
• Complexity: 606

Purity/Quality:

98%Min ^*data from raw suppliers

Alstonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC
• Isomeric SMILES: C[C@H]1[C@@H]2CN3C=CC4=C5C=CC=CC5=NC4=C3C[C@@H]2C(=CO1)C(=O)OC

Technology Process of Alstonine

There total 1 articles about Alstonine 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:

maleic acid (110-16-7,26099-09-2) → alstonine (47485-82-5,642-18-2)

Guidance literature:

With water; palladium;

DOI:10.1021/ja01540a027

Reference yield:

alstonine (47485-82-5,642-18-2) → tetrahydroalstonine (6474-90-4)

Guidance literature:

With hydrogen; nickel;

DOI:10.1021/ja01485a043

Reference yield:

alstonine (47485-82-5,642-18-2) → tetrahydroalstonial (760897-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney-Ni

2: (i) KOH, aq. EtOH, (ii) aq. HCl

With hydrogen; nickel;

DOI:10.1021/ja01485a043

upstream raw materials:

maleic acid

Downstream raw materials:

19α-methyl-(20α)-18-oxa-yohimb-16-ene-16-carboxylic acid methyl ester

tetrahydroalstonine

tetrahydroalstonial