ilicicolin H

Base Information

Chemical Name:ilicicolin H
CAS No.:12689-26-8
Molecular Formula:C27H31 N O4
Molecular Weight:433.547
Hs Code.:
Mol file:12689-26-8.mol

Synonyms:2(1H)-Pyridinone,4-hydroxy-5-(4-hydroxyphenyl)-3-[[(1R,2S,4aS,7S,8aR)-1,2,4a,5,6,7,8,8a-octahydro-4,7-dimethyl-1-(1E)-1-propenyl-2-naphthalenyl]carbonyl]-(9CI); 2(1H)-Pyridinone, 4-hydroxy-5-(4-hydroxyphenyl)-3-[[1,2,4a,5,6,7,8,8a-octahydro-4,7-dimethyl-1-(1-propenyl)-2-naphthalenyl]carbonyl]-,[1R-[1a(E),2b,4ab,7b,8aa]]-; Ilicicolin H;Illicicolin H

Suppliers and Price of ilicicolin H

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 4 raw suppliers

Chemical Property of ilicicolin H

Chemical Property:

PSA：90.39000
LogP:5.45660
Storage Temp.:-20°C
Solubility.:Soluble in DMSO

Purity/Quality:: ≥98% （HPLC） ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Description Ilicicolin H (12689-26-8) is a potent inhibitor of the mitochondrial cytochrome bc1 reductase.1 Displays potent and broad spectrum antifungal activity.2

Technology Process of ilicicolin H

There total 16 articles about ilicicolin H 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%

: 97012-71-0
5-(4-Benzyloxy-phenyl)-3-[(1S,2R,4aR,7R,8aS)-4,7-dimethyl-1-((E)-propenyl)-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-2-carbonyl]-4-hydroxy-1H-pyridin-2-one

: 12689-26-8,97100-88-4
(+/-)-ilicicolin H

Guidance literature:: With boron trichloride; In dichloromethane; at -78 ℃; for 0.0166667h;
DOI:10.1021/jo00215a053

Reference yield:

: 150-84-5,67650-82-2
citronellyl-acetate

: 12689-26-8,97100-88-4
(+/-)-ilicicolin H

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) SeO₂, t-BuOOH, 2.) NaBH₄ / 1.) CH₂Cl₂, 22 deg C, 2.) MeOH

2: 95 percent / imidazole / dimethylformamide / 0 °C

3: 95 percent / LiOH / methanol / 22 °C

4: 85 percent / PCC / CH₂Cl₂ / 1 h / 22 °C

5: 73 percent / LDA / tetrahydrofuran / 2 h / -78 - 20 °C

6: 89 percent / Dibal / CH₂Cl₂ / 0.17 h / -78 °C

7: LiH, SO₃, pyridine / 2 h / 22 °C

8: LiAlH₄ / 16 h / 22 °C

9: 96 percent / n-Bu₄N(+)F(-) / tetrahydrofuran / 22 °C

10: 82 percent / PCC / CH₂Cl₂ / 1 h / 22 °C

11: 72 percent / potassium tert-butoxide / tetrahydrofuran / 4 h

12: 2.) LDA / 1.) o-dichlorobenzene, reflux, 5 min, 2.) THF, -78, 20 min

13: 60 percent / boron trichloride / CH₂Cl₂ / 0.02 h / -78 °C

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; lithium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; sulfur trioxide; potassium tert-butylate; tetrabutyl ammonium fluoride; boron trichloride; lithium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00215a053

Reference yield:

: 97012-68-5
(2E,8E,10E)-2,6-Dimethyl-dodeca-2,8,10-trienal

: 12689-26-8,97100-88-4
(+/-)-ilicicolin H

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / potassium tert-butoxide / tetrahydrofuran / 4 h

2: 2.) LDA / 1.) o-dichlorobenzene, reflux, 5 min, 2.) THF, -78, 20 min

3: 60 percent / boron trichloride / CH₂Cl₂ / 0.02 h / -78 °C

With potassium tert-butylate; boron trichloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00215a053