(2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one

Base Information

Chemical Name:(2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one
CAS No.:38276-59-4
Molecular Formula:C20H20O5
Molecular Weight:340.3698
Hs Code.:
Nikkaji Number:J17.993K
ChEMBL ID:CHEMBL4641974

Synonyms:burchellin

Suppliers and Price of (2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one

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
Burchellin 95+%
5mg
$ 723.00

Arctom
Burchellin ≥98%
5mg
$ 463.00

Total 7 raw suppliers

Chemical Property of (2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one

Chemical Property:

Vapor Pressure:8.71E-10mmHg at 25°C
Boiling Point:491°Cat760mmHg
Flash Point:216.4°C
PSA：53.99000
Density:1.27g/cm³
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:

99% ^*data from raw suppliers

Burchellin 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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 (2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one

There total 6 articles about (2S,3S,3aR)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one 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: 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