40834-88-6

Basic information

• Product Name: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-
• Synonyms: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-;(3AR,4R,5R,6aS)-4-((S,E)-3-Hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoa;2H-Cyclopenta[b]furan-2-one,5-(benzoyloxy)hexahydro-4-[(1E,3S)-3- hydroxy -1-octen-1-yl]-, (3aR,4R,5R,6aS)-;(3AR,4R,5R,6aS)-4-((S,E)-3-Hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl ben;(3aR,4R,5R,6aS)-4-((S,E)-3-Hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate
• CAS NO: 40834-88-6
• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.45472
• Mol File: 40834-88-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-(40834-88-6)
• EPA Substance Registry System: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-(40834-88-6)

Safety Data

• Hazardous Substances Data: 40834-88-6(Hazardous Substances Data)

Usage

General Description

The chemical "2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octenyl]-, (3aR,4R,5R,6aS)-" is a naturally occurring compound with a complex structure. It contains a furan ring and a benzoyloxy group, along with a hexahydro and octenyl side chains. The compound has a specific stereochemistry, designated as (3aR,4R,5R,6aS). This chemical may have potential applications in pharmaceuticals, flavors, fragrances, or other industries, given its unique structure and functional groups. Further research and analysis may be necessary to fully understand the properties and potential uses of this compound.

Upstream product

• 215033-25-3 Benzoic acid (3aR,4R,5R,6aS)-4-{(E)-(S)-3-[((Z)-2-methyl-but-2-enyl)-diphenyl-silanyl]-oct-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 
• 162897-39-4 (Z)-(1S,5R,6R,7R,1'R)-7-Benzoyloxy-6-(1'-N-phenylcarbamoyloxyoct-2'-enyl)-2-oxabicyclo[3.3.0]octan-3-one 
• 162897-40-7 (Z)-(1S,5R,6R,7R,1'S)-7-Benzoyloxy-6-(1'-benzoyloxyoct-2'-enyl)-2-oxabicyclo[3.3.0]octan-3-one 
• 162992-65-6 (Z)-(1S,5R,6R,7R,1'S)-7-Benzoyloxy-6-(1'-hydroxyoct-2'-enyl)-2-oxabicyclo[3.3.0]octan-3-one 
• 162897-38-3 (Z)-(1S,5R,6R,7R,1'R)-7-Benzoyloxy-6-(1'-hydroxyoct-2'-enyl)-2-oxabicyclo[3.3.0]octan-3-one 
• 40834-86-4 (3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester 
• 39746-01-5 (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one 
• 36969-89-8 dimethyl 2-oxoheptylphosphonate 

Downstream Products

• 73070-15-2 (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate 

Relevant articles and documents

Synthesis of 15R-PGD2: A potential DP2 receptor agonist

The first total synthesis of 15R-PGD2 3 was accomplished. The approach used in this report is also an efficient method to produce 15R-PGE 2. 15R-PGD2, a potential DP2 receptor agonist, could be an important novel tool for defining the role of this receptor in inflammatory diseases.

A novel tandem Michael addition/Meerwein-Ponndorf-Verley reduction: Asymmetric reduction of acyclic α,β-unsaturated ketones using a chiral mercapto alcohol

The introduction of a thiol group into a chiral alcohol reagent for asymmetric Meerwein-Ponndorf-Verley (MPV) reductions allows asymmetric reduction of α,β-unsaturated ketones to secondary alcohols and allylic alcohols via a novel tandem Michael addition/MPV reduction. The reaction of acyclic α,β-unsaturated ketones 1 and an optically active 1,3-mercapto alcohol (-)-2 using dimethylaluminum chloride afforded the MPV reduction products 3 diastereoselectively in very high yields (up to 96%). Mechanistic studies elucidated (1) the structure of the chelation complex D with (-)-2 and Me2AlCl, (2) an asymmetric 1,7-hydride shift (intramolecular MPV reduction), and (3) dynamic kinetic resolution via reversible Michael addition. Subsequent reductive desulfurization of the MPV products 3 with a modified Raney nickel system led to the highly enantioselective reduction of α,β-unsaturated ketones to saturated secondary alcohols in 96-98% ee. β-Elimination of the corresponding sulfoxides gave the allylic alcohols in 86-98% ee. Applications to the asymmetric reduction of a synthetic intermediate 1m of prostaglandins and to a new asymmetric synthesis of the (+)-Rove beetle pheromone 11 are described.