Hispanolone

Base Information Edit

Chemical Name:Hispanolone
CAS No.:18676-07-8
Molecular Formula:C20H30O3
Molecular Weight:318.4504
Hs Code.:
NSC Number:332876
DSSTox Substance ID:DTXSID00420022
Nikkaji Number:J16.132B
Wikidata:Q82231273
Metabolomics Workbench ID:126053
ChEMBL ID:CHEMBL2000054
Mol file:18676-07-8.mol

Synonyms:hispanolone

Suppliers and Price of Hispanolone

Supply Marketing:Edit

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 10 raw suppliers

Chemical Property of Hispanolone Edit

Chemical Property:

Vapor Pressure:1.05E-07mmHg at 25°C
Boiling Point:417.2°Cat760mmHg
Flash Point:206.1°C
PSA：50.44000
Density:1.045g/cm³
LogP:4.38480
XLogP3:4.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:318.21949481
Heavy Atom Count:23
Complexity:472

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(=O)CC2C(CCCC2(C1(CCC3=COC=C3)O)C)(C)C
Isomeric SMILES:C[C@@H]1C(=O)C[C@@H]2[C@@]([C@]1(CCC3=COC=C3)O)(CCCC2(C)C)C

Technology Process of Hispanolone

There total 23 articles about Hispanolone 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: 79.0%

: 82509-26-0
(+)-(2S,3R,4S,4aS,8aS)-3,4-epoxy-4-[2-(3-furyl)ethyl]-1,2,3,4,4a,5,6,7,8,8a-decahydro-3,4a,8,8-tetramethylnaphth-2-ol

: 18676-07-8
(-)-Hispanolone

Guidance literature:: (+)-(2S,3R,4S,4aS,8aS)-3,4-epoxy-4-[2-(3-furyl)ethyl]-1,2,3,4,4a,5,6,7,8,8a-decahydro-3,4a,8,8-tetramethylnaphth-2-ol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1h;

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1016/S0040-4020(99)00627-4

Reference yield:

: 60134-39-6
(-)-(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalen-1(2H)-one

: 18676-07-8
(-)-Hispanolone

Guidance literature:: Multi-step reaction with 15 steps

1.1: diisopropylamine; n-Buli / tetrahydrofuran; hexane / 0.75 h / 0 °C

1.2: 83 percent / tetrahydrofuran; hexane / 0.83 h / 20 °C

2.1: 94 percent / benzyltrimethylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

3.1: 97 percent / pyridinium bromide perbromide / acetic acid / 2 h / 20 °C

4.1: 94 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating

5.1: 99 percent / diethyl ether / -78 - 20 °C

6.1: 98 percent / N,N-dimethylaminopyridine / tetrahydrofuran / 21 h / 20 °C

7.1: 80 percent / Pd(PPh₃)4; CuI / diethylamine / 12 h / Heating

8.1: 98 percent / n-Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

9.1: 78 percent / pyridinium chlorochromate / CH₂Cl₂ / 58 h / 20 °C

10.1: 85 percent / H₂; aq. KOH / Pd/C / methanol / 0.12 h

11.1: 98 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.08 h / 0 °C

12.1: 92 percent / imidazole / dimethylformamide / 0 - 20 °C

13.1: 70 percent Turnov_. / NaHCO₃; m-chloroperoxybenzoic acid / CH₂Cl₂ / 12 h / 0 °C

14.1: 88 percent / n-Bu₄NF / tetrahydrofuran / 0 - 20 °C

15.1: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

15.2: 79 percent / pyridinium dichromate / CH₂Cl₂ / 0.75 h / 20 °C

With 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; pyridinium hydrobromide perbromide; trimethyl(benzyl)ammonium fluoride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetic acid; diethylamine; N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: silylation / 2.1: Methylation / 3.1: Bromination / 4.1: Dehydrobromination / 5.1: Addition / 6.1: Substitution / 7.1: Substitution / 8.1: desilylation / 9.1: Oxidation / 10.1: Catalytic hydrogenation / 11.1: Reduction / 12.1: Substitution / 13.1: Epoxidation / 14.1: desilylation / 15.1: Reduction / 15.2: Oxidation;
DOI:10.1016/S0040-4020(99)00627-4

Reference yield:

: 25487-94-9,823785-67-7
(-)-(4aS,8aS)-4,4a,5,6,7,8-hexahydro-2,5,5,8a-tetramethylnaphthalen-1(8aH)-one

: 18676-07-8
(-)-Hispanolone

Guidance literature:: Multi-step reaction with 11 steps

1.1: 99 percent / diethyl ether / -78 - 20 °C

2.1: 98 percent / N,N-dimethylaminopyridine / tetrahydrofuran / 21 h / 20 °C

3.1: 80 percent / Pd(PPh₃)4; CuI / diethylamine / 12 h / Heating

4.1: 98 percent / n-Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

5.1: 78 percent / pyridinium chlorochromate / CH₂Cl₂ / 58 h / 20 °C

6.1: 85 percent / H₂; aq. KOH / Pd/C / methanol / 0.12 h

7.1: 98 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.08 h / 0 °C

8.1: 92 percent / imidazole / dimethylformamide / 0 - 20 °C

9.1: 70 percent Turnov_. / NaHCO₃; m-chloroperoxybenzoic acid / CH₂Cl₂ / 12 h / 0 °C

10.1: 88 percent / n-Bu₄NF / tetrahydrofuran / 0 - 20 °C

11.1: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

11.2: 79 percent / pyridinium dichromate / CH₂Cl₂ / 0.75 h / 20 °C

With 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; diethylamine; N,N-dimethyl-formamide; 1.1: Addition / 2.1: Substitution / 3.1: Substitution / 4.1: desilylation / 5.1: Oxidation / 6.1: Catalytic hydrogenation / 7.1: Reduction / 8.1: Substitution / 9.1: Epoxidation / 10.1: desilylation / 11.1: Reduction / 11.2: Oxidation;
DOI:10.1016/S0040-4020(99)00627-4