221666-27-9

Basic information

• Product Name: CONOCARPAN
• Synonyms: CONOCARPAN;(+)-Cocarpan;4-[(2S,3S)-2,3-Dihydro-3-methyl-5-(1E)-1-propen-1-yl-2-benzofuranyl]phenol
• CAS NO: 221666-27-9
• Molecular Formula: C18H18O2
• Molecular Weight: 266.338
• Mol File: 221666-27-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CONOCARPAN(CAS DataBase Reference)
• NIST Chemistry Reference: CONOCARPAN(221666-27-9)
• EPA Substance Registry System: CONOCARPAN(221666-27-9)

Safety Data

• Hazardous Substances Data: 221666-27-9(Hazardous Substances Data)

Usage

General Description

Conocarpan is a chemical compound that falls under the category of phenols, specifically a biphenyl. CONOCARPAN consists of two phenolic rings connected by a bond, derived from various plants. It is highlighted in several studies for its potential biological activities, such as antimicrobial, antitumor, and antiplasmodial properties. Despite its broad spectrum of possible applications, more research is needed to assess the full potential of this compound.

Upstream product

• 944249-92-7 toluene-4-sulfonic acid 4-[(2R,3S)-2,3-dihydro-(3-methyl-5-(1E)-1-propenylbenzofuran-2-yl)]phenyl ester 
• 944249-89-2 toluene-4-sulfonic acid 4-[(R)-1-(4-formyl-2-iodophenoxy)allyl]phenyl ester 
• 944249-90-5 toluene-4-sulfonic acid 4-[(2S,3R)-2,3-dihydro-5-formyl-3-methylbenzofuran-2-yl]phenyl ester 
• 944249-84-7 (2E)-3-[4-(toluene-4-sulfonyloxy)phenyl]-2-propenoic acid ethyl ester 
• 944249-85-8 toluene-4-sulfonic acid 4-[(1E)-3-hydroxy-1-propenyl]phenyl ester 
• 944249-86-9 toluene-4-sulfonic acid 4-[(2S,3R)-3-hydroxymethyloxyranyl]phenyl ester 
• 944250-03-7 4-nitrobenzoic acid 3-[(2R,3R)-4-(toluene-4-sulfonyloxy)phenyl]oxiranylmethyl ester 
• 944249-87-0 toluene-4-sulfonic acid 4-[(1S,2R)-1-(4-formyl-2,3-dihydroxy-2-iodophenoxy)propyl]phenyl ester 
• 944249-88-1 toluene-4-sulfonic acid 4-[(1S,2R)-1-(4-formyl-2-iodophenoxy)-2,3-bismethanesulfonyloxypropyl]phenyl ester 
• 80459-48-9 4-tosyloxybenzaldehyde 
• 6336-44-3 (E)-propenylboronic acid 
• 20649-39-2 (E)-1-(4-hydroxyphenyl)propene 
• 1426659-11-1 C₁₆H₁₄BrFO₂ 
• 1426659-16-6 C₁₆H₁₆BrFO₂ 

Downstream Products

• 130659-24-4 C₃₆H₃₆O₄ 
• 130659-24-4 C₃₆H₃₆O₄ 

Relevant articles and documents

First synthesis of naturally occurring (±)-epi-conocarpan

(±)-epi-Conocarpan 1 was synthesized via the key intermediate 5-bromo-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran 6 which was synthesized by a ruthenium(II) porphyrin-catalyzed intramolecular C-H insertion reaction using aryl tosylhydrazone salt 5 as the carbene source, starting from the commercially available 5-bromo-2-hydroxyacetophenone.

Concise asymmetric synthesis of (+)-conocarpan and obtusafuran

The asymmetric synthesis of three natural products: (+)-conocarpan, both (+)- and (-)- obtusafuran is disclosed. The highlights of the synthesis are the enantioselective hydrogenation of prochiral ketones via dynamic kinetic resolution to afford chiral alcohols. Intramolecular ring closure via either Sr reaction or metal-catalyzed C-O bond formation led to the construction of the trans-dihydrobenzofuran core. Georg Thieme Verlag Stuttgart · New York.

Asymmetric synthesis of neolignans (-)-epi-Conocarpan and (+)-Conocarpan via Rh(II)-catalyzed C-H insertion process and revision of the absolute configuration of (-)-epi-Conocarpan

(Chemical Equation Presented) Catalytic asymmetric synthesis of neolignan natural products (-)-epi-conocarpan and (+)-conocarpan has been achieved by exploiting an enantio- and diastereoselective intramolecular C-H insertion reaction to construct a cis-2-