41744-39-2

Basic information

• Product Name: acuminatin
• Synonyms: (2R)-2β-(3,4-Dimethoxyphenyl)-2,3-dihydro-7-methoxy-3α-methyl-5-[(E)-1-propenyl]benzofuran
• CAS NO: 41744-39-2
• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.41286
• Mol File: 41744-39-2.mol

Chemical Properties

• Boiling Point: 438.4°Cat760mmHg
• Flash Point: 119°C
• Appearance: /
• Density: 1.109g/cm³
• Vapor Pressure: 1.78E-07mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: acuminatin(CAS DataBase Reference)
• NIST Chemistry Reference: acuminatin(41744-39-2)
• EPA Substance Registry System: acuminatin(41744-39-2)

Safety Data

• Hazardous Substances Data: 41744-39-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Acuminatin is used as a therapeutic agent for its potential anti-inflammatory properties, offering a natural alternative for the treatment of inflammatory diseases.
Used in Cancer Treatment:
Acuminatin is used as an anti-cancer agent, particularly for its inhibitory effects on the growth of certain cancer cells, indicating its potential in the development of new cancer therapies.
Used in Antibacterial Applications:
Acuminatin is used as an antimicrobial agent, showing promise as a natural ingredient in the development of new antibiotics to combat bacterial infections.

InChI:InChI=1/C21H24O4/c1-6-7-14-10-16-13(2)20(25-21(16)19(11-14)24-5)15-8-9-17(22-3)18(12-15)23-4/h6-13,20H,1-5H3/b7-6+/t13-,20-/m1/s1

Upstream product

• 5932-68-3 (E)-2-methoxy-4-(1-propenyl)phenol 
• 2680-81-1 (E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 51020-86-1 (+)-licarin A 
• 77-78-1 dimethyl sulfate 
• 1440161-46-5 (E)-2-methoxy-4-(prop-1-enyl)phenyl N,N'-diethylcarbamate 
• 1440161-66-9 C₂₈H₃₂N₂O₆S 
• 1440161-63-6 (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenyl 3,4-dimethoxybenzyl ether 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 1440161-58-9 (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenol 
• 1440161-55-6 (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenyl N,N'-diethylcarbamate 
• 1440161-52-3 (E)-2-(1-hydroxyethyl)-6-methoxy-4-(prop-1-enyl)phenyl N,N'-diethylcarbamate 
• 76950-76-0 4-(iodomethyl)-1,2-dimethoxybenzene 

Downstream Products

• 39985-14-3 2-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-6-methoxy-4-propyl-phenol 

Relevant articles and documents

2,3-dihydrobenzofuran neolignans from Aristolochia pubescens

From a hexane extract of stems and roots of Aristolochia pubescens, the new neolignans (2S,3S,1'R,2'R)- and (2S,3S,1'S,2'R)-2,3-dihydro-5-(1',2'- dihydroxypropyl)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methylbenzofuran and (2S,3S,1'R,2'R)- and (2S,3S,1

Rh(II)-catalyzed enantioselective synthesis of acuminatin through a C-H insertion reaction of a non-stabilized carbenoid

An efficient and practical asymmetric synthesis of the 2,3-dihydrobenzo[b] furan neolignan acuminatin was achieved by using trans-isoeugenol as the starting material. The key step is an intramolecular C-H insertion through a non-stabilized carbenoid, prep

Cerium ammonium nitrate-mediated the oxidative dimerization of p-alkenylphenols: A new synthesis of substituted (±)-trans- dihydrobenzofurans

A new method for the preparation of substituted dihydrobenzofurans is described. The p-alkenylphenols, mediated by cerium ammonium nitrate (CAN), undergo the oxidative dimerization to generate substituted dihydrobenzofurans including (±)-conocarpan, (±)-licarin A, (±)-acuminatin, as well as their related substituted dihydrobenzofurans.

Simple synthesis of benzofuranoid neolignans from Myristica fragrans

The total synthesis of four neolignans - fragnasols A (1), B (2), and C (3) and dehydrodiisoeugenol (4) - starting from the readily available phenol derivative isoeugenol (5) was accomplished. The key step of the synthesis of these natural products is a n

Synthesis of (±)-licarin B and eupomatenoids-1 and -12: A general approach to 2-aryl-7-alkoxy-benzofuranoid neolignans

New synthesis of the title compounds are described using Lewis acid-promoted reactions of styrenes with N-phenylsulfonyl-1,4-benzoquinone monoimines to regioselectively form the 2-arylbenzofuranoid ring system followed by conversion of the aromatic N-phenylsulfonyl moiety into a propenyl substituent.

A regioselective lithiation of ortho-cresols using the bis(dimethylamino)phosphoryl group as a directing group: General synthesis of 2,3-dihydrobenzo[b]furans including naturally occurring neolignans

A general synthetic method was developed for 2-aryl-2,3-dihydrobenzo[b]furans via regioselective lithiation of ortho-tolyl tetramethylphosphorodiamidates followed by addition of aromatic aldehydes as a key step. ortho-Tolyl tetramethylphosphorodiamidates

OPTICAL RESOLUTION OF (+/-)-DEHYDRODIISOEUGENOL: STRUCTURE REVISION OF ACUMINATIN

The lignan, acuminatin, whose structure was previously reported as 3, was found to be identical with the methyl ether of (+)-dehydrodi-isoeugenol, and therefore its structure must now be revised to (+)-2.Key Word Index - Magnolia kachirachirai; Magnoliaceae; dehydrodi-isoeugenol; acuminatin; resolution; 13C NMR.