80675-69-0

Basic information

• Product Name: (1R,5R)-6-exo,7-endo-dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclo<3.3.0>octane
• Synonyms: (1R,5R)-6-exo,7-endo-dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclo<3.3.0>octane
• CAS NO: 80675-69-0
• Molecular Weight: 492.267
• Mol File: 80675-69-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (1R,5R)-6-exo,7-endo-dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclo<3.3.0>octane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,5R)-6-exo,7-endo-dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclo<3.3.0>octane(80675-69-0)
• EPA Substance Registry System: (1R,5R)-6-exo,7-endo-dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclo<3.3.0>octane(80675-69-0)

Safety Data

• Hazardous Substances Data: 80675-69-0(Hazardous Substances Data)

Upstream product

• 88203-95-6 (1S,5S)-2-exo,3-endo-dibenzoyloxy-4-exo-iodo-6-oxobicyclo<3.2.0>heptane 
• 80675-68-9 C₂₁H₁₈O₆ 
• 80675-66-7 C₂₁H₁₇NO₄ 
• 80675-65-6 (3R,4R,5R)-3,4-dibenzoyloxy-5-(tosyloxymethyl)cyclopent-1-ene 
• 80675-67-8 3,4-dibenzoyloxy-5-(formylmethyl)cyclopent-1-ene 
• 80675-64-5 (3R,4R,5R)-3,4-dibenzoyloxy-5-(hydroxymethyl)cyclopent-1-ene 
• 88203-94-5 (1S,5S)-2-exo,3-endo-dibenzoyloxy-4-exo-iodospiroheptane-6,2'-<1,3>-dithiolane> 
• 88203-92-3 (1S,5R)-2-exo,3-endo-dibenzoyloxy-4-exo-tosyloxyspiroheptane-6,2'-<1,3>-dithiolane> 
• 88203-80-9 C₃₅H₃₂N₂O₄ 
• 80685-07-0 (1R,5R)-6-exo,7-endo-dibenzoyloxy-N-methyl-8-exo-tosyloxy-3-oxa-2-azabicyclo<3.3.0>octane 
• 80675-63-4 (1R)-2-endo,3-exo-dibenzoyloxy-4-endo-hydroxymethyl-N-methyl-6-azabicyclo<3.1.0>hexane 
• 88203-93-4 (1'R,2'R,4'S,5'R,6'S)-5'-hydroxy-3'-oxaspiro<<1,3>-dithiolane-2,8'-tricyclo<4.2.0.0^2,4>octane> 

Downstream Products

• 80675-70-3 (1S,5S)-6-exo,7-endo-dibenzoyloxy-3-oxo-2-oxabicyclo<3.3.0>octane 
• 59829-44-6 (1S,2S,4R,6S)-8-oxo-3,7-dioxatricyclo<4.3.0.0^2,4>nonane 
• 80735-00-8 (1S,2R,4S,6S)-8-oxo-3,7-dioxatricyclo<4.3.0.0^2,4>nonane 

Relevant articles and documents

Functionalised Carbocycles from Carbohydrates. Part 3. The Synthesis of the Epoxy Lactone Prostaglandin Intermediate via an Isoxazolidine Derivative. X-Ray Crystal Structure of (1R,5R)-6-exo,7-endo-Dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclooctane

The bicyclic isoxazolidine 6,7-dibenzoyloxy-N-methyl-8-tosyloxy-3-oxa-2-azabicyclooctane (1), which is easily obtained from a readily available D-glucose derivative, has been converted into the epoxy lactone 8-oxo-3,7-dioxatricyclo2,4>nonane (13), via a series of cyclopentane derivatives, in ten steps.Since the product (13) can be used to prepare prostaglandins this sequence represents a new route to these compounds in their enantiomerically pure natural form.

Functionalised Carbocycles from Carbohydrates. Part 4. The Synthesis of the Epoxy Lactone Prostaglandin Intermediate via Bicycloheptane Derivatives. X-Ray Crystal Structure of (1R)-5-endo-Acetyl-2-exo,3-endo-dibenzoyloxybicycloheptane

Irradiation of the nona-3,8-dienulose derivative (2) at 350 nm gave the bicycloheptyl methyl ketone (3) in good yield.This was converted via the acetate (5) into the corresponding bicycloheptanol (6) which, with base, gave the cyclopentenyl aldehyd