Acuminatin

Base Information

• Chemical Name: Acuminatin
• CAS No.: 41744-39-2
• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.419
• UNII: JA2WFP75V2
• DSSTox Substance ID: DTXSID201317357
• Nikkaji Number: J16.888B
• Wikidata: Q27281398
• Metabolomics Workbench ID: 143006
• ChEMBL ID: CHEMBL571195
• Mol file: 41744-39-2.mol

Synonyms:acuminatin

Chemical Property of Acuminatin

Chemical Property:

• Vapor Pressure: 1.78E-07mmHg at 25°C
• Boiling Point: 438.4°Cat760mmHg
• Flash Point: 119°C
• PSA: 36.92000
• Density: 1.109g/cm³
• LogP: 4.98270
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 340.16745924
• Heavy Atom Count: 25
• Complexity: 451

Purity/Quality:

98%Min ^*data from raw suppliers

Acuminatin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C=C3)OC)OC
• Isomeric SMILES: C/C=C/C1=CC2=C(C(=C1)OC)O[C@H]([C@@H]2C)C3=CC(=C(C=C3)OC)OC

Technology Process of Acuminatin

There total 51 articles about Acuminatin 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: 100.0%

C28H32N2O6S (1440161-66-9) → trans-2-(3,4-dimethoxyphenyl)-7-methxy-3-methyl-5-<(E)-prop-1-enyl>-2,3-dihydrobenzofuran (6544-71-4,41744-39-2,58456-59-0,61277-74-5,72881-08-4,73679-50-2,150134-24-0)

Guidance literature:

C₂₈H₃₂N₂O₆S; With potassium hexamethylsilazane; In tetrahydrofuran; at -80 - 20 ℃; for 0.75h; Inert atmosphere;

With tetrakis(trifluoroacetato)rhodium(II); tetrabutylammomium bromide; In tetrahydrofuran; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.086

Reference yield: 95.0%

2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydrobenzo[b]furan → rac-(2R,3R)-2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-propen-1-yl-benzofuran (6544-71-4,41744-39-2,58456-59-0,61277-74-5,72881-08-4,73679-50-2,150134-24-0)

Guidance literature:

With camphor-10-sulfonic acid; sodium hydroxide; In toluene; for 12h; enantioselective reaction; Reflux;

DOI:10.1016/j.tet.2013.04.086

Reference yield: 94.0%

(E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene (2680-81-1,23518-29-8,23518-30-1,51020-86-1,64870-40-2,69744-09-8,72274-58-9,72274-59-0,83377-50-8,88034-58-6,127000-67-3) + methyl iodide (74-88-4) → rac-(2R,3R)-2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-propen-1-yl-benzofuran (6544-71-4,41744-39-2,58456-59-0,61277-74-5,72881-08-4,73679-50-2,150134-24-0)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Reflux;

DOI:10.1016/j.tet.2012.11.006

upstream raw materials:

(E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene

dimethyl sulfate

(+/-)-carinatol

(E)-propenyl-tri-n-butylstannane

Downstream raw materials:

2-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-6-methoxy-4-propyl-phenol