Holacanthone

Base Information

Chemical Name:Holacanthone
CAS No.:84062-60-2
Molecular Formula:C₂₂H₂₈O₉
Molecular Weight:436.459
Hs Code.:
NSC Number:126765
UNII:1W45S57JD6
DSSTox Substance ID:DTXSID201318012
Nikkaji Number:J690.461K
Wikidata:Q104394937
ChEMBL ID:CHEMBL458908

Synonyms:holacanthone;NSC 126765

Suppliers and Price of Holacanthone

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 Holacanthone

Chemical Property:

Vapor Pressure:3.31E-20mmHg at 25°C
Boiling Point:659.7°C at 760 mmHg
Flash Point:230.1°C
Density:1.47g/cm³
XLogP3:-0.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:2
Exact Mass:436.17333247
Heavy Atom Count:31
Complexity:913

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C2C(C(=O)OC3C24COC(C1O)(C4C5(C(C3)C(=CC(=O)C5O)C)C)O)OC(=O)C
Isomeric SMILES:C[C@@H]1[C@@H]2[C@H](C(=O)O[C@H]3[C@@]24CO[C@@]([C@@H]1O)([C@@H]4[C@@]5([C@@H](C3)C(=CC(=O)[C@H]5O)C)C)O)OC(=O)C

Technology Process of Holacanthone

There total 12 articles about Holacanthone 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: 78.0%

: 141762-93-8
Acetic acid (2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-butyl-diphenyl-silanyloxymethyl)-2,11-dihydroxy-3,8,11a-trimethyl-1,5,10-trioxo-1,2,3,3a,4,5,6a,7,7a,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-4-yl ester

: 84062-60-2,141762-83-6
(+/-)-holacanthone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h;
DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

: 130575-40-5,149400-23-7
(2S,3S,3aR,5R,6aS,7aR,8S,10R,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-5,11-dimethoxy-2-methoxymethoxy-3,8,11a-trimethyl-tetradecahydro-6-oxa-benzo[de]anthracen-1-one

: 84062-60-2,141762-83-6
(+/-)-holacanthone

Guidance literature:: Multi-step reaction with 12 steps

1: Dess-Martin periodinane reagent / CH₂Cl₂ / 1 h

2: 10percent HCl / tetrahydrofuran / 24 h

3: POCl₃, pyridine / 1 h / 80 °C

4: 1) OsO₄, 2) NaHSO₃ / 1) pyridine, 0 deg C, 1 h, 2) 2 h

5: 75 percent / Dess-Martin periodinane reagent / CH₂Cl₂ / 1.5 h

6: 82 percent / NEt₃, DMAP / CH₂Cl₂

7: 1) LiHMDS, TMSCl, 2) NBS / 1) THF, -78 deg C to rt

8: 93 percent / Li₂CO₃, LiBr / dimethylformamide / 0.75 h / 120 °C

9: 10percent HCl / tetrahydrofuran / 0.5 h

10: DMAP, pyridine / CH₂Cl₂

11: 46 percent / BBr₃ / CH₂Cl₂ / 1) -78 deg C, 1 h, 2) -43 deg C, 1.5 h

12: 78 percent / (n-C₄H₉)4NF / tetrahydrofuran / 0.25 h

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; osmium(VIII) oxide; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; boron tribromide; lithium carbonate; Dess-Martin periodane; sodium hydrogensulfite; triethylamine; lithium bromide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

: 141762-94-9,149400-47-5,149400-48-6
(2S,3S,3aR,5R,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-dodecahydro-6-oxa-benzo[de]anthracene-1,10-dione

: 84062-60-2,141762-83-6
(+/-)-holacanthone

Guidance literature:: Multi-step reaction with 10 steps

1: POCl₃, pyridine / 1 h / 80 °C

2: 1) OsO₄, 2) NaHSO₃ / 1) pyridine, 0 deg C, 1 h, 2) 2 h

3: 75 percent / Dess-Martin periodinane reagent / CH₂Cl₂ / 1.5 h

4: 82 percent / NEt₃, DMAP / CH₂Cl₂

5: 1) LiHMDS, TMSCl, 2) NBS / 1) THF, -78 deg C to rt

6: 93 percent / Li₂CO₃, LiBr / dimethylformamide / 0.75 h / 120 °C

7: 10percent HCl / tetrahydrofuran / 0.5 h

8: DMAP, pyridine / CH₂Cl₂

9: 46 percent / BBr₃ / CH₂Cl₂ / 1) -78 deg C, 1 h, 2) -43 deg C, 1.5 h

10: 78 percent / (n-C₄H₉)4NF / tetrahydrofuran / 0.25 h

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; osmium(VIII) oxide; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; boron tribromide; lithium carbonate; Dess-Martin periodane; sodium hydrogensulfite; triethylamine; lithium bromide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)74149-9