Eremantholide A

Base Information

Chemical Name:Eremantholide A
CAS No.:58030-93-6
Molecular Formula:C19H24O6
Molecular Weight:350.408
Hs Code.:
DSSTox Substance ID:DTXSID201099535
Nikkaji Number:J700.137A
Wikidata:Q27106490
Mol file:58030-93-6.mol

Synonyms:eremantholide A

Suppliers and Price of Eremantholide A

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

American Custom Chemicals Corporation
EREMANTHOLIDE A 95.00%
5MG
$ 502.11

Total 3 raw suppliers

Chemical Property of Eremantholide A

Chemical Property:

Vapor Pressure:4.44E-15mmHg at 25°C
Boiling Point:564.2°C at 760 mmHg
Flash Point:203.5°C
PSA：82.06000
Density:1.31g/cm³
LogP:1.86960
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:348.15728848
Heavy Atom Count:25
Complexity:736

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

EREMANTHOLIDE A 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC2C3C(CC4(C(=O)C=C1O4)C)OC(C3(C(=O)O2)C)(C(C)C)O
Isomeric SMILES:C/C/1=C/[C@@H]2[C@H]3[C@H](C[C@@]4(C(=O)C=C1O4)C)O[C@@]([C@]3(C(=O)O2)C)(C(C)C)O

Technology Process of Eremantholide A

There total 40 articles about Eremantholide A 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: 85.0%

: 137769-76-7
C₁₉H₂₂O₅

: 58030-93-6
(+)-eremantholide A

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 25 ℃; for 3h;
DOI:10.1021/ja00025a049

Reference yield: 83.0%

: 163728-95-8
C₂₀H₂₆O₆

: 58030-93-6
(+)-eremantholide A

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water;
DOI:10.1016/0040-4039(95)00066-L

Reference yield:

: 137769-52-9
(2R,4R)-4-(2-Bromo-allyl)-2-tert-butyl-4-methyl-5-methylene-[1,3]dioxolane

: 58030-93-6
(+)-eremantholide A

Guidance literature:: Multi-step reaction with 20 steps

2: 98 percent / DBU / CH₂Cl₂ / 12 h / Heating

3: 80 percent / BF₃*Et₂O / 0.67 h / -78 °C

4: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5: 5percent aq. HCl / tetrahydrofuran / 8 h / 25 °C

6: 93 percent / OsO₄, NaIO₄ / tetrahydrofuran; H₂O / 12 h / 25 °C

7: NaBH₄ / methanol / 0.25 h / -40 °C

8: 81 percent / P₂O₅, molecular sieves / CH₂Cl₂ / 0.67 h / 25 °C

9: 1.) LDA / 1.) THF, -78 deg C, 40 min, 2.) THF, -78 deg C, 1.5 h

10: 1.) NaH / 1.) DMF, 0 deg C, 40 min, 2.) DMF, 0 deg C, 3.5 h

11: 1.) TMSBr, 4 Angstroem molecular sieves, 2.) Amberlyst-15, 4 Angstroem molecular sieves / 1.) CH₂Cl₂, from 0 to 25 deg C, 5 h, 2.) CH₂Cl₂, 25 deg C, 10 h

12: 99 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

13: Et₃N / CH₂Cl₂ / 3 h / 0 °C

14: NaI / acetone / 17 h / Heating

15: 1.) LIHMDS, 2.) NBS / 1.) DME, THF, -78 deg C, 2.) DME, THF, -78 deg C, 1.5 h

16: 45 percent / TMS₂S, NaOCH₃ / tetrahydrofuran / 4 h / 0 °C

17: 1.) 6N HCl, 2.) oxone, 3.) Amberlyst-15, 3-Angstroem molecular sieves

18: 1.) LiHMDS, 2.) C₂Cl₆ / 1.) THF, -78 deg C, 10 min, 2.) THF, 20 deg C, 1 h

19: 82 percent / (C₂H₅)3COK, HMPA / 1,2-dimethoxy-ethane / 0.08 h / 70 °C

20: 85 percent / 6N HCl / tetrahydrofuran / 3 h / 25 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; Oxone; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; molecular sieve; amberlyst-15; hexamethyldisilathiane; trimethylsilyl bromide; hexachloroethane; 3 A molecular sieve; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium methylate; phosphorus pentoxide; potassium 3-ethylpentan-3-olate; sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium iodide; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetone;
DOI:10.1021/ja00025a049