Atisine

Base Information

• Chemical Name: Atisine
• CAS No.: 466-43-3
• Molecular Formula: C22H33NO2
• Molecular Weight: 343.50
• UNII: V81K1MMX3X
• Nikkaji Number: J12.048K
• Mol file: 466-43-3.mol

Synonyms:Atisine;V81K1MMX3X;Anthorine;466-43-3;ATISINE [MI];KWVIBDAKHDJCNY-PTRUQLRHSA-N;9H,12CH-8A,11-ETHANO-6,12B-PROPANO-5H-BENZ(H)OXAZOLO(2,3-A)ISOQUINOLIN-9-OL, DECAHYDRO-6-METHYL-10-METHYLENE-, (6R,6AR,8AS,9R,11S,12AR,12BS,12CS)-

Chemical Property of Atisine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 57-60°
• Refractive Index: 1.602
• Boiling Point: 482.154 °C at 760 mmHg
• PKA: 12.2(at 25℃)
• Flash Point: 245.398 °C
• PSA: 32.70000
• Density: 1.199 g/cm³
• LogP: 3.51620
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 343.251129295
• Heavy Atom Count: 25
• Complexity: 634

Purity/Quality:

99%, ^*data from raw suppliers

ATISINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC3(C1CCC45C3CC(CC4)C(=C)C5O)C6N(C2)CCO6
• Isomeric SMILES: C[C@@]12CCC[C@@]3([C@@H]1CC[C@]45[C@H]3C[C@H](CC4)C(=C)[C@H]5O)[C@H]6N(C2)CCO6

Technology Process of Atisine

There total 6 articles about Atisine 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:

15-acetylatisine (1054-74-6) → isoatisine (510-38-3,111001-27-5,111001-28-6) + atisine (466-43-3,15674-46-1,62014-61-3)

Guidance literature:

In methanol; at 25 ℃; for 9h;

DOI:10.1021/jo00159a001

Reference yield:

Dihydroatisine (100428-75-9) → Isoatisine (510-38-3,111001-27-5,111001-28-6) + Atisine (466-43-3,15674-46-1,62014-61-3)

Guidance literature:

With potassium hexacyanoferrate(III); In sodium hydroxide; ethanol; for 1h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4039(00)78734-X

Reference yield:

2-chloro-ethanol (107-07-3) → atisine (466-43-3,15674-46-1,62014-61-3)

Guidance literature:

With N,N-dimethyl-formamide;

upstream raw materials:

15-acetylatisine

2-chloro-ethanol

Dihydroatisine

Downstream raw materials:

isoatisine

Refernces

• 1、 Pelletier, S.William,Ateya, Abdel-Monem M.,Mody, Naresh V.,Desai, Haridutt K.,Schramm, Lee C.. "Construction of "normal"- and "iso-type" oxazolidine rings in C20-diterpenoid alkaloids: Oxidative cyclization with potassium ferricyanide". . p. 3647 - 3650. Retrieved 2007/10/02.