Zaluzanin D

Base Information

Chemical Name:Zaluzanin D
CAS No.:16838-85-0
Molecular Formula:C17H20 O4
Molecular Weight:288.343
Hs Code.:
UNII:96A1V1GV0X
ChEMBL ID:CHEMBL371402
DSSTox Substance ID:DTXSID80168556
Nikkaji Number:J13.977G
Wikidata:Q27135104
Mol file:16838-85-0.mol

Synonyms:Zaluzanin D;16838-85-0;UNII-96A1V1GV0X;96A1V1GV0X;CHEBI:66500;Azuleno(4,5-b)furan-2(3H)-one, 8-(acetyloxy)decahydro-3,6,9-tris(methylene)-, (3aS,6aR,8S,9aR,9bS)-;1beta-Guaia-4(15),10(14),11(13)-trien-12-oic acid, 3beta,6alpha-dihydroxy-, gamma-lactone, acetate;Azuleno(4,5-b)furan-2(3H)-one, 8-(acetyloxy)decahydro-3,6,9-tris(methylene)-, (3aS-(3aalpha,6aalpha,8beta,9aalpha,9bbeta))-;CHEMBL371402;DTXSID80168556;NS00094795;Q27135104;3beta-acetoxy-guaia-4(15),10(14),11(13)-trien-12,6alpha-olide;(3aS)-3a,4,5,6,6abeta,7,8,9,9abeta,9balpha-Decahydro-8alpha-acetoxy-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H);(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-8-yl acetate;(3aS,6aR,8S,9aR,9bS)-8-(acetyloxy)decahydro-3,6,9-tris(methylene)azuleno(4,5-b)furan-2(3H)-one;[(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate;1.BETA.-GUAIA-4(15),10(14),11(13)-TRIEN-12-OIC ACID, 3.BETA.,6.ALPHA.-DIHYDROXY-, .GAMMA.-LACTONE, ACETATE;AZULENO(4,5-B)FURAN-2(3H)-ONE, 8-(ACETYLOXY)DECAHYDRO-3,6,9-TRIS(METHYLENE)-, (3AS-(3A.ALPHA.,6A.ALPHA.,8.BETA.,9A.ALPHA.,9B.BETA.))-

Suppliers and Price of Zaluzanin D

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 3 raw suppliers

Chemical Property of Zaluzanin D

Chemical Property:

PSA：52.60000
LogP:2.55820
XLogP3:1.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:288.13615911
Heavy Atom Count:21
Complexity:559

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)OC1CC2C(C1=C)C3C(CCC2=C)C(=C)C(=O)O3
Isomeric SMILES:CC(=O)O[C@H]1C[C@@H]2[C@H](C1=C)[C@@H]3[C@@H](CCC2=C)C(=C)C(=O)O3

Technology Process of Zaluzanin D

There total 1 articles about Zaluzanin D 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:

: 38236-17-8
isocostus lactone

: 16838-85-0
3-acetylzaluzanin C

Guidance literature:: Multi-step reaction with 5 steps

1: m-chloroperoxybenzoic acid (MCPBA) / CH₂Cl₂ / 4 h / -20 °C

2: 44 percent / Al(i-PrO)3 / toluene / 23 h / Heating

3: 1.) LDA, 2.) HMPA / 1.) THF, hexane, -70 deg C, 1 h, 2.) a) -70 deg C, 30 min, b) -30 deg C, 1 h

4: 75 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 53 h / 17 °C

5: 76 percent / 30percent H₂O₂, AcOH / tetrahydrofuran / 1.5 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dihydrogen peroxide; aluminum isopropoxide; acetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00269a039

Reference yield: 68.0%

: 16838-85-0
3-acetylzaluzanin C

: 97760-98-0
N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide

: (3aS,6aR,8S,9aR,9bS)-3-((E)-4-acetamido-3-(triuoromethyl)benzyliden)-6,9-dimethylene-2-oxododecahydroazuleno[4,5-b] furan-8-yl acetate

Guidance literature:: 3-acetylzaluzanin C; N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide; With palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 24h;
DOI:10.1039/c8ra06238b

Reference yield: 67.0%

: 619-44-3
methyl 4-iodobenzoate

: 16838-85-0
3-acetylzaluzanin C

: methyl-4-((E)-((3aS,6aR,8S,9aR,9bS)-8-acetoxy-6,9-dimethylene-2-oxodecahydroazuleno[4,5-b]furan-3(2H)-ylidene)methyl)benzoate

Guidance literature:: methyl 4-iodobenzoate; 3-acetylzaluzanin C; With palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 24h;
DOI:10.1039/c8ra06238b