13229-63-5

Basic information

• Product Name: trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman
• CAS NO: 13229-63-5
• Molecular Weight: 224.257
• Mol File: 13229-63-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman(CAS DataBase Reference)
• NIST Chemistry Reference: trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman(13229-63-5)
• EPA Substance Registry System: trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman(13229-63-5)

Safety Data

• Hazardous Substances Data: 13229-63-5(Hazardous Substances Data)

Upstream product

• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 87894-88-0 (+/-)-3-acetoxy-7-methoxy-2,2-dimethylchroman-4-one 
• 20321-73-7 7-methoxy-2,2-dimethyl-4-chromanone 
• 54874-21-4 7-methoxy-2,2-dimethylchroman-4-ol 
• 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 
• 73385-36-1 cis-4-(3-chlorobenzoyloxy)-3-hydroxy-7-methoxy-2,2-dimethylchroman 

Downstream Products

• 83686-04-8 C₃₀H₃₄N₂O₆ 
• 82864-21-9 (+)-(3S,4R)-trans-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-22-0 (-)-(3R,4S)-trans-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-24-2 (-)-(3S,4S)-cis-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-23-1 (+)-(3R,4R)-cis-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 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 

Relevant articles and documents

SYNTHESIS, RESOLUTION AND ABSOLUTE CONFIGURATION OF THE DIOL METABOLITES OF PRECOCENE I

All four stereoisomers of precocene I 3,4-dihydrodiol have been prepared and their absolute configurations assigned by the exciton chirality method.

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.

Studies of Chromens. Part 3. Routes to 2,2-Dimethylchroman-3-ones and 4-Ethyoxycarbonyl-2,2-dimethylchromens. Synthesis of a Stable Chromenopyrazolinone

2,2-Dimethyl-3,4-epoxychroman (6a) was converted into 2,2-dimethylchroman-3-one which readily underwent ethoxycarbonylation to 4-ethoxycarbonyl-2,2-dimethylchroman-3-one (5c).The derived 4-ethoxycarbonyl-2,2-dimethylchromen (1b) reacted with hydrazine to give the pyrazolidinone (4a), oxidation of which gave the stable pyrazolinone (11).Lead tetra-acetate acetoxylation of 7-methoxy-2,2-dimethylchroman-4-one, followed by metal hydride reduction, afforded the 3,4-diols as a mixture of isomers.The relative proportions of cis and trans isomers could be varied from 1:1 to 5:1, respectively, by the choice of reducing conditions.Acid-catalysed dehydration of the diol mixture gave 7-methoxy-2,2-dimethylchroman-3-one (5b).This was unstable and could not be ethoxycarbonylated, but 4-ethoxycarbonyl-7-methoxy-2,2-dimethylchroman-3-one (5d)/(1j) was obtained by a standard synthesis.