Hippocasine

Base Information

• Chemical Name: Hippocasine
• CAS No.: 75556-13-7
• Molecular Formula: C13H21N
• Molecular Weight: 191.31
• Mol file: 75556-13-7.mol

Synonyms:(3aR,6aR,9aR)-8-Methyl-1,2,3,3a,4,5,6,6a,7,9a-decahydro-pyrido[2,1,6-de]quinolizine;(+-)-hippocasine;

Chemical Property of Hippocasine

Chemical Property:

• PSA: 3.24000
• LogP: 3.04990

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Hippocasine has been obtained from the defense mechanism of the ladybug Hippodamia caseyi. When pure, it forms a colourless oil having no definite boiling point. Treatment with 30 per cent H20 2 gives the N-oxide (q.v.).

Technology Process of Hippocasine

There total 53 articles about Hippocasine 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: 87.0%

(3aα,6aβ,9aα)-dodecahydro-2-methylenepyrido<2,1,6-de>quinolizine (72473-13-3) → (3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine (60022-25-5,72362-38-0,75556-13-7)

Guidance literature:

With toluene-4-sulfonic acid; In xylene; for 6.5h; Heating;

DOI:10.1021/jo00186a029

Reference yield: 80.0%

(2α,3aβ,6aα,9aα)-(+/-)-decahydro-2-methylpyrido<2,1,6-de>quinolizin-1(2H)-one tosylhydrazone (75509-49-8) → (+/-)-hippocasine (75556-13-7)

Guidance literature:

With lithium tert-butylamide; In tetrahydrofuran; 1) -78 deg C, 15 min, 2) 20 deg C, 7.5 h;

DOI:10.1021/jo00186a029

Reference yield: 76.0%

(3aS,6aS,9aR)-5-methyl-2,3,3a,6,6a,7,9a,9b-octahydro-9b-azaphenalene → Hippocasin (60022-25-5,72362-38-0,75556-13-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h; under 1500.15 Torr;

DOI:10.1007/s11172-014-0464-3

upstream raw materials:

(2α,3aβ,6aα,9aα)-(+/-)-decahydro-2-methylpyrido<2,1,6-de>quinolizin-1(2H)-one tosylhydrazone

C₂₀H₂₉N₃O₂S

(3aα,6aα,9aβ)-dodecahydropyrido<2,1,6-de>quinolizine

(3aα,6aα,9aα)-dodecahydropyrido<2,1,6-de>quinolizine

Downstream raw materials:

coccinelline

precoccinelline