2-Epi-3a-epiburchellin

Base Information

Chemical Name:2-Epi-3a-epiburchellin
CAS No.:57457-99-5
Molecular Formula:C20H20O5
Molecular Weight:340.3698
Hs Code.:
DSSTox Substance ID:DTXSID301109826
Nikkaji Number:J585.155F
Wikidata:Q105257029
ChEMBL ID:CHEMBL3186428
Mol file:57457-99-5.mol

Synonyms:burchellin

Suppliers and Price of 2-Epi-3a-epiburchellin

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

Crysdot
2-Epi-3a-epiburchellin 95+%
5mg
$ 802.00

Total 12 raw suppliers

Chemical Property of 2-Epi-3a-epiburchellin

Chemical Property:

Boiling Point:491.0±45.0 °C(Predicted)
PSA：53.99000
Density:1.27±0.1 g/cm3(Predicted)
LogP:3.68210
XLogP3:3.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:340.13107373
Heavy Atom Count:25
Complexity:636

Purity/Quality:

>95% ^*data from raw suppliers

2-Epi-3a-epiburchellin 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(OC2=CC(=O)C(=CC12CC=C)OC)C3=CC4=C(C=C3)OCO4
Isomeric SMILES:C[C@@H]1[C@@H](OC2=CC(=O)C(=C[C@]12CC=C)OC)C3=CC4=C(C=C3)OCO4

Technology Process of 2-Epi-3a-epiburchellin

There total 5 articles about 2-Epi-3a-epiburchellin 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: 32.0%

: C₂₁H₂₀O₆

: 74-88-4
methyl iodide

: 38276-59-4,57458-00-1
burchellin

: 38276-59-4,57457-99-5,64999-20-8,69175-80-0,69175-83-3,112156-46-4,57458-00-1
(2S,3S,3aR)-3a-allyl-2-(benzo[d][1,3]dioxol-5-yl)-5-methoxy-3-methyl-3,3a-dihydrobenzo-furan-6(2H)-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/d0ob01889a

Reference yield:

: 58095-76-4
(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol

: 38276-59-4,57457-99-5,64999-20-8,69175-80-0,69175-83-3,112156-46-4,57458-00-1
(2S,3S,3aR)-3a-allyl-2-(benzo[d][1,3]dioxol-5-yl)-5-methoxy-3-methyl-3,3a-dihydrobenzo-furan-6(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C

2.1: N,N-diethylaniline / 225 °C / Inert atmosphere

2.2: Daicel Chiralpak AD-H

3.1: acetic acid / dichloromethane / 0 - 20 °C

4.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / tetrahydrofuran / 20 °C

With tetra-(n-butyl)ammonium iodide; acetic acid; triphenylphosphine; N,N-diethylaniline; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1.1: |Mitsunobu Displacement;
DOI:10.1039/d0ob01889a

Reference yield:

: 1446-24-8
3-allylphenol

: 38276-59-4,57457-99-5,64999-20-8,69175-80-0,69175-83-3,112156-46-4,57458-00-1
(2S,3S,3aR)-3a-allyl-2-(benzo[d][1,3]dioxol-5-yl)-5-methoxy-3-methyl-3,3a-dihydrobenzo-furan-6(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C

2.1: N,N-diethylaniline / 225 °C / Inert atmosphere

2.2: Daicel Chiralpak AD-H

3.1: acetic acid / dichloromethane / 0 - 20 °C

4.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / tetrahydrofuran / 20 °C

With tetra-(n-butyl)ammonium iodide; acetic acid; triphenylphosphine; N,N-diethylaniline; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1.1: |Mitsunobu Displacement;
DOI:10.1039/d0ob01889a