817201-27-7

Basic information

• Product Name: Methanone, 2-furanyl[(1R,6S,7R,8S)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]- (9CI)
• Synonyms: Methanone, 2-furanyl[(1R,6S,7R,8S)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]- (9CI)
• CAS NO: 817201-27-7
• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.25916
• Product Categories: METHYL
• Mol File: 817201-27-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methanone, 2-furanyl[(1R,6S,7R,8S)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, 2-furanyl[(1R,6S,7R,8S)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]- (9CI)(817201-27-7)
• EPA Substance Registry System: Methanone, 2-furanyl[(1R,6S,7R,8S)-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-dien-7-yl]- (9CI)(817201-27-7)

Safety Data

• Hazardous Substances Data: 817201-27-7(Hazardous Substances Data)

Upstream product

• 2786-02-9 2-lithiofuran 
• 817201-28-8 (1R,6S,7R,8S)-8-Methyl-9-oxa-bicyclo[4.2.1]nona-2,4-diene-7-carboxylic acid methoxy-methyl-amide 
• 106137-27-3 exo-2,3-bis(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-ene 
• 817201-01-7 (1R,6S,7S,8R)-7-hydroxymethyl-8-methyl-9-oxabicyclo[4.2.1]nona-2,4-diene 
• 817201-45-9 (1R,6S,7R,8S)-8-Methyl-9-oxa-bicyclo[4.2.1]nona-2,4-diene-7-carboxylic acid 
• 817201-44-8 (1R,6S,7R,8S)-8-Methyl-9-oxa-bicyclo[4.2.1]nona-2,4-diene-7-carbaldehyde 
• 142507-54-8 (1S,2S,3R,4R)-2-acetoxymethyl-3-hydroxymethyl-7-oxabicyclo[2.2.1]hept-5-ene 
• 142507-59-3 (-)-7-oxabicyclo<2.2.1>hept-5-ene-exo-2,exo-3-dimethanol monoacetate 
• 142438-51-5 (1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate 
• 817201-15-3 (2R,3S,4S,5S)-3-(tert-butyldiphenylsilyloxy)methyl-4-methyl-2,5-bis[(p-toluenesulfonyloxy)methyl]-4-methyltetrahydrofuran 
• 817201-25-5 (1R,6S,7S,8R)-7-(tert-butyldiphenylsilyloxy)methyl-8-(p-toluenesulfonyloxy)methyl-9-oxabicyclo[4.2.1]nona-2,4-diene 
• 817201-03-9 (2S,3S,4S,5R)-3-(tert-butyldiphenylsilyloxy)methyl-4-methyl-2,5-di(2-propenyl)-4-methyltetrahydrofuran 
• 817201-17-5 (1R,6S,7S,8R)-3,4-dibromo-7-(tert-butyldiphenylsilyloxy)methyl-8-methyl-9-oxabicyclo[4.2.1]nonane 
• 817201-23-3 tert-Butyl-[(1R,6S,7S,8R)-8-(1-ethoxy-ethoxymethyl)-9-oxa-bicyclo[4.2.1]nona-2,4-dien-7-ylmethoxy]-diphenyl-silane 

Relevant articles and documents

Asymmetric total syntheses of (+)-mycoepoxydiene and related natural product (-)-1893A: Application of one-pot ring-opening/cross/ring-closing metathesis to construct their 9-oxabicyclo[4.2.1]nona-2,4-diene skeleton

The total syntheses of (+)-mycoepoxydiene and (-)-1893A have been completed. The present synthetic strategy features the use of one-pot ring-opening/cross metathesis (ROM/CM) followed by a ring-closing metathesis (RCM) reaction, allowing for the concise construction of the 9-oxabicyclo-[4.2.1]nona-2,4-diene framework from a 7-oxabicyclo[2.2.1]hept-2- ene derivative and 1,3-butadiene. The sequential metathesis product was converted into (+)-mycoepoxydiene through the oxidative rearrangement of a furfuryl alcohol to a pyranone, thereby establishing its absolute stereochemistry. From the common intermediate, a structurally related natural product (-)-1893A was also synthesized via the vinylogous aldol reaction.