2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)-

Base Information

• Chemical Name: 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)-
• CAS No.: 72690-16-5
• Molecular Formula: C22H24O7
• Molecular Weight: 400.428
• NSC Number: 332047,332046,408993
• DSSTox Substance ID: DTXSID60976590
• Wikidata: Q82961516
• Mol file: 72690-16-5.mol

Synonyms:2-(3,4,5-trimethoxybenzyl)-3-(3,4-methylenedioxybenzyl) butyrolactone

Chemical Property of 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)-

Chemical Property:

• Vapor Pressure: 8.82E-13mmHg at 25°C
• Boiling Point: 564.9°Cat760mmHg
• Flash Point: 246.2°C
• PSA: 72.45000
• Density: 1.266g/cm³
• LogP: 3.01550
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 400.15220310
• Heavy Atom Count: 29
• Complexity: 541

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4

Technology Process of 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)-

There total 110 articles about 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)- 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: 95.0%

(3S,4S)-(+)-2-hydroxy-3-(3',4',5'-trimethoxybenzyl)-4-piperonyl-tetrahydrofurane (72627-54-4,86992-94-1) → yatein (40456-50-6,17301-91-6,61091-56-3,72690-16-5,96745-44-7,119066-80-7,128049-89-8,139560-31-9)

Guidance literature:

With Collins oxidation agent; In dichloromethane; for 1.33333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82416-9

Reference yield: 95.0%

rac-4-{benzo[d][1,3]dioxol-5-yl(hydroxy)methyl}-3-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one → (3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4-methylenedioxybenzyl)-4,5-dihydro-2(3H)-furanone (17301-91-6,40456-50-6,61091-56-3,72690-16-5,96745-44-7,119066-80-7,128049-89-8,139560-31-9)

Guidance literature:

With perchloric acid; palladium on activated carbon; hydrogen; In methanol; for 16h;

DOI:10.1002/anie.201900926

Reference yield: 88.0%

(3S,4S)-4-[(RS)-1-(1,3-benzodioxol-5-yl)-1-hydroxymethyl]-3-(3,4,5-trimethoxybenzyl)tetrahydro-2-furanone (6267-80-7) → (3S,4S)-4-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one (72690-16-5)

Guidance literature:

With perchloric acid; hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 16h; under 3040 Torr;

DOI:10.1055/s-2002-20967

upstream raw materials:

trans-(S)-2-piperonylidene-4-benzyloxymethyl-4-butanolide

3,4,5-trimethoxybenzyl bromide

(R)-(+)-3-piperonyl-4-butanolide

(3S,4S)-(+)-2-hydroxy-3-(3',4',5'-trimethoxybenzyl)-4-piperonyl-tetrahydrofurane

Downstream raw materials:

(-)-isostegane

(-)-isostegane

(+)-dihydroclusin

trans-6-(hydroxymethyl)-10,11,12-trimethoxy-2,3-methylenedioxy-dibenzo[1a,4a:8a,12a]cyclooctadiene-7-carboxylic acid lactone