52151-92-5

Basic information

• Product Name: (+)-Regiomontanin
• Synonyms: (+)-Regiomontanin;Regiomontanin
• CAS NO: 52151-92-5
• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.38
• Mol File: 52151-92-5.mol

Chemical Properties

• Boiling Point: 527.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.334±0.06 g/cm3(Predicted)
• PKA: 9.84±0.35(Predicted)
• CAS DataBase Reference: (+)-Regiomontanin(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-Regiomontanin(52151-92-5)
• EPA Substance Registry System: (+)-Regiomontanin(52151-92-5)

Safety Data

• Hazardous Substances Data: 52151-92-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Therapeutic Applications:
(+)-Regiomontanin is used as a therapeutic agent for its anti-inflammatory, antiviral, and anti-cancer properties. It contributes to the modulation of various biological pathways and processes, offering potential benefits in treating a range of health conditions.
Used in Cardiovascular Health Applications:
(+)-Regiomontanin is used as a cardiovascular health promoter due to its ability to reduce cholesterol levels and improve blood vessel function. This contributes to the prevention and management of cardiovascular diseases.
Further research is necessary to fully understand the biological activities and potential applications of (+)-Regiomontanin, ensuring its safe and effective use in various health-related fields.

Upstream product

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• 16108-37-5 trans-4-hydroxymethyl-5-(3,4-methylenedioxyphenyl)-dihydrofuran-2(3H)-one 
• 105602-53-7 benzyl 2-epistyraxin 
• 105602-52-6 (R)-Benzo[1,3]dioxol-5-yl-[(3S,4S,5S)-5-(4-benzyloxy-3-methoxy-phenyl)-4-hydroxymethyl-tetrahydro-furan-3-yl]-methanol 
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• 651779-92-9 (1S,2R,5R,6S)-2-(3,4-methylenedioxy)phenyl-6-(4-methanesulfonyloxy-3-methoxy)phenyl-3,7-dioxabicyclo[3.3.0]octan-8-ol 
• 651779-87-2 (1R,4S,5S)-1-acetyl-4-(4-methanesulfonyloxy-3-methoxyphenyl)-3-oxabicyclo[3.1.0]hexan-2-one 
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Downstream Products

• 28115-69-7 (1R,2R,5R,6S)-2-(3,4-methylenedioxy)phenyl-6-(3,4-dimethoxy)phenyl-3,7-dioxabicyclo[3.3.0]octane 

Relevant articles and documents

A Versatile Stereoselective Synthesis of endo,exo-Furofuranones: Application to the Enantioselective Synthesis of Furofuran Lignans

A new stereoselective route to endo,exo-2,6-diarylfurofuranones has been developed using Mn(III)-mediated intramolecular cyclopropanation and C-H insertion reactions as key C-C bond-forming steps. Mn(III)-mediated oxidative cyclization of acetoacetate derivative 11 afforded 1-acetyl-4-aryl-3-oxabicyclo[3.1.0]hexan-2-one (12) with excellent diastereocontrol (d.r. 22:1). Subsequent Lewis acid-catalyzed opening of the activated cyclopropane ring present in 12 with benzylic alcohols then gave α-acetyl-γ-butyrolactones 16 and 18-20, which reacted efficiently with in situ-generated TfN3 to secure the key α-diazo-γ -butyrolactones 22-25. Highly stereoselective rhodium-catalyzed C-H insertion reactions of diazolactones 22-25 completed the synthesis of endo,exo-2,6-diarylfurofuranones 26-29 in overall yields ranging from 41 to 48% from 1-phenylallyl alcohol (±)-10. The approach developed for the furofuranones 26-29 was then applied to the asymmetric syntheses of four furofuran lignans, (+)-xanthoxylol (1), (+)-methylxanthoxylol (2), (+)-epipinoresinol (3), and (+)-epieudesmin (4), starting from enantiomerically enriched 1-arylallyl alcohol (S)-31.

A New Synthetic Route to Furofuranoid Lignans via Intramolecular Mukaiyama reaction

The sequence set out in Scheme 1 provides a short and expedient synthesis of a number of (+/-)-furofuranoid lignans, including styraxin 3 (antitumor), aptosimon 5, asarinin 6, pluviatilol 7, 'MEL' 4 (inhibitor of germination) and related compounds.