328926-83-6

Basic information

• Product Name: (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o
• Synonyms: (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o
• CAS NO: 328926-83-6
• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27
• EINECS: -0
• Mol File: 328926-83-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o(CAS DataBase Reference)
• NIST Chemistry Reference: (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o(328926-83-6)
• EPA Substance Registry System: (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o(328926-83-6)

Safety Data

• Hazardous Substances Data: 328926-83-6(Hazardous Substances Data)

Usage

General Description

The chemical (4aR,7R,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-o, also known as 7-hydroxy-4,4a,7,8,8a-pentahydro-4a,7-methanobenzofuran-5(6H)-one, is a molecule with a complex and specific structure. It is a tetrahydrobenzodioxin compound, containing a benzene ring fused to a dioxin ring, and a hydroxyl group attached at the 7th carbon atom. This molecule is of interest in the field of organic chemistry and drug discovery due to its potential pharmacological properties and its role as a structural motif in various natural products and synthetic compounds. It may also have applications in the synthesis of novel pharmaceuticals and bioactive molecules, as well as in the study of chemical reactions and mechanisms.

Upstream product

• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 921772-51-2 (4aR,7S,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol 
• 1325210-27-2 (4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol 
• 328926-81-4 (1R, 4R, 5S)-4-hydroxymethyl-cyclohex-2-en-1,5-diol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 123-20-6 vinyl n-butyrate 
• 105-38-4 vinyl propionate 

Downstream Products

• 262372-02-1 (1S,4R,5S)-9-(5-hydroxy-4-hydroxymethyl-2-cyclohexen-1-yl)guanine 
• 921772-52-3 N-[(1S,4R,5S)-5-hydroxy-4-(hydroxymethyl)cyclohex-2-en-1-yl]phthalimide 
• 921772-50-1 (1S,4R,5S)-N-(5-hydroxy-4-hydroxymethyl-5,7-O-benzylidene-2-cyclohexen-1-yl)phthalimide 
• 677757-93-6 9-(2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[1,3]dioxin-7-yl)-9H-purin-6-ylamine 
• 677758-05-3 5-methyl-1-(2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Robust synthesis of enantiopure cyclohexenyl analogues of 2/3-deoxyribose sugars as carbocyclic nucleoside precursors

An expedient synthesis of 2-deoxy (10) and 3-deoxy (11) cyclohexenyl analogues of 2-deoxy and 3-deoxy-d-ribose sugar from commercially available starting materials is reported. Highly efficient enzymatic resolution of the key compound 10 is described usin

CARBOCYCLIC NUCLEOSIDES AND PROCESS FOR OBTAINING SUCH

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A straightforward stereoselective synthesis of D- and L-5-hydroxy-4-hydroxymethyl-2-cyclohexenylguanine

A novel and facile synthesis of 5-hydroxy-4-hydroxymethyl-2-cyclohexenylguanine 1 is described. The key steps involve a Diels-Alder reaction of ethyl (2E)-3-acetyloxy-2-propenoate 2 as dienophile with Danishefsky's diene 3 to build up the six-membered ring skeleton, a Fraser-Reid reductive rearrangement of the adduct using LiAlH4, and base-moiety introduction using a Mitsunobu reaction. Optically pure D- and L-1 were obtained via resolution of intermediate 7 with (R)-(-)-methylmandelic acid. The synthetic procedure toward racemic 1 consists of only five steps and has proven to be highly efficient toward the synthesis of cyclohexenyl nucleosides.