82864-23-1

Basic information

• Product Name: (3R,4R)-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol
• CAS NO: 82864-23-1
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.253
• Mol File: 82864-23-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 340.6°C at 760 mmHg
• Flash Point: 159.8°C
• Density: 1.22g/cm³
• Vapor Pressure: 3.28E-05mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: (3R,4R)-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol(82864-23-1)
• EPA Substance Registry System: (3R,4R)-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol(82864-23-1)

Safety Data

• Hazardous Substances Data: 82864-23-1(Hazardous Substances Data)

Usage

General Description

The chemical compound (3R,4R)-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromene-3,4-diol is a type of chromene derivative. It has a molecular structure that includes a chromene ring with a methoxy group at the 7th position and two methyl groups at the 2nd position. The compound also contains two hydroxyl groups at the 3rd and 4th positions of the chromene ring. This chemical compound may have potential biological activity and is often studied for its potential therapeutic applications. Its unique structure and properties make it of interest in the field of medicinal chemistry and drug development.

Upstream product

• 20321-73-7 7-methoxy-2,2-dimethyl-4-chromanone 
• 54874-21-4 7-methoxy-2,2-dimethylchroman-4-ol 
• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 73385-36-1 trans-4-(3-chlorobenzoyloxy)-3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 343829-23-2 3-Chloro-benzoic acid 3-hydroxy-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 87894-88-0 (+/-)-3-acetoxy-7-methoxy-2,2-dimethylchroman-4-one 
• 73385-36-1 cis-4-(3-chlorobenzoyloxy)-3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 13229-63-5 cis-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman 
• 180469-89-0 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (3S,4R)-3-bromo-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 180469-90-3 (3S,4R)-3-Bromo-7-methoxy-2,2-dimethyl-chroman-4-ol 
• 73385-38-3 (+/-)-trans-3-Bromo-7-methoxy-2,2-dimethylchraman-4-ol 
• 180469-91-4 (+)-(3R,4R)-3,4-Epoxy-7-methoxy-2,2-dimethylchromane 
• 82833-91-8 (2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (3R,4R)-3-[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-7-methoxy-2,2-dimethyl-chroman-4-yl ester 

Downstream Products

• 82864-24-2 (-)-(3S,4S)-cis-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-22-0 (-)-(3R,4S)-trans-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-21-9 (+)-(3S,4R)-trans-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 83686-04-8 C₃₀H₃₄N₂O₆ 
• 82833-91-8 (2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (3R,4S)-3-[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 82833-91-8 (2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (3S,4R)-3-[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 82833-91-8 (2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (3R,4R)-3-[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 82833-91-8 (2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (3S,4S)-3-[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 83686-06-0 C₃₀H₃₄N₂O₆ 

Relevant articles and documents

Osmium-Catalyzed Asymmetric Dihydroxylation of Cyclic Cis-Disubstituted Olefins

A new class of cis-disubstituted olefins has been found to give good enantioselectivities in the asymmetric dihydroxylation reaction using the standard PHAL and PYR ligands, all the olefins are conjugated, and the reacting double bond is endocyclic in a 5

Efficient one-pot trans-dihydroxylation of 2H-pyrans using dimethyldioxirane (DMD): synthesis of trans-3,4-dihydroxy-3,4-dihydro-O-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin natural products

An efficient one-pot formation of trans-diols on 2H-pyranyl rings was achieved by dimethyldioxirane in wet acetone. This new methodology was applied to the synthesis of natural products containing trans-diol on the pyranyl rings such as trans-3,4-dihydroxy-3,4-dihydro-O-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin.

Chemical and enzyme-catalysed syntheses of enantiopure epoxide and diol derivatives of chromene, 2,2-dimethylchromene, and 7-methoxy-2,2-dimethylchromene (precocene-1)

Procaryotic (bacterial) dioxygenase-catalysed asymmetric dihydroxylation of chromene and 2,2-dimethylchromene to yield the (4S)-enantiomers of the corresponding cis-diols exclusively is reported. The epoxide, and derived cis- and trans-diol products from the previously reported eucaryotic (mammalian) metabolism of precocene-1 (7-methoxy-2,2-dimethylchromene), and the corresponding epoxide and diol derivatives of chromene and 2,2-dimethylchromene, have now been obtained in enantiopure form by chemical resolution of the corresponding bromohydrins using methoxy-(trifluoromethyl)phenylacetic acid (MTPA) or camphanate esters. The absolute configurations of the epoxides, cis- and trans-diols have been determined by chemical synthesis from, and stereochemical correlation with, the corresponding camphanate and MTPA esters. X-Ray crystal structure analysis has provided an unequivocal method for assignment of the absolute stereochemistry in each case.