140385-63-3

Basic information

• Product Name: (4R,5S,6R)-6-hydroxy-4-(hydroxymethyl)-4-(phenylseleno)-1-azabicyclo<3.3.0>octane
• Synonyms: (4R,5S,6R)-6-hydroxy-4-(hydroxymethyl)-4-(phenylseleno)-1-azabicyclo<3.3.0>octane
• CAS NO: 140385-63-3
• Molecular Weight: 312.27
• Mol File: 140385-63-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4R,5S,6R)-6-hydroxy-4-(hydroxymethyl)-4-(phenylseleno)-1-azabicyclo<3.3.0>octane(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S,6R)-6-hydroxy-4-(hydroxymethyl)-4-(phenylseleno)-1-azabicyclo<3.3.0>octane(140385-63-3)
• EPA Substance Registry System: (4R,5S,6R)-6-hydroxy-4-(hydroxymethyl)-4-(phenylseleno)-1-azabicyclo<3.3.0>octane(140385-63-3)

Safety Data

• Hazardous Substances Data: 140385-63-3(Hazardous Substances Data)

Upstream product

• 41646-10-0 2,3,5,6-Tetrahydro-1H-pyrrolizin-7-carbonsaeure-ethylester 
• 85365-57-7 ethyl (+/-)-1-hydroxy-2,3,5,6-tetrahydro-1H-pyrrolizine-7-carboxylate 
• 85365-60-2 1-Benzyl-1-aza-cyclooctan-5-on-4-carbonsaeureethylester 
• 45847-99-2 racemic 5(R)-1-aza-4(S)-carboxy-6(R)-hydroxybicyclo<3.3.0>octane lactone 
• 1666-13-3 diphenyl diselenide 
• 98634-54-9 5(R)-1-aza-4-(1,3-dithian-2-ylidene)-6(S)-hydroxybicyclo<3.3.0>octane 
• 98634-55-0 racemic 5(R)-1-aza-4-(1,3-dithian-2-ylidene)bicyclo<3.3.0>octan-6-one 
• 85319-62-6 1-aza-4-(1,3-dithian-2-ylidene)-6(S)-(acetyloxy)bicyclo<3.3.0>octan-8-one 
• 5707-04-0 Phenylselenyl chloride 
• 85365-61-3 racemic 5(R)-1-aza-4(R)-carboxy-6(R)-hydroxy-4(R)-(phenylseleno)bicyclo<3.3.0>octane lactone 
• 140192-36-5 Toluene-4-sulfonic acid 2-((3aS,6aR)-2-oxo-3-phenylselanyl-hexahydro-furo[3,2-b]pyrrol-4-yl)-ethyl ester 
• 140192-35-4 (1R,4R,S,5S)-4-(phenylseleno)-6-(2-pivaloyloxyethyl)-2-oxa-6-azabicyclo<3.3.0>octane-3-one 
• 107319-89-1 (3R)-3-(bromoacetoxy)-1-(2-pivaloyloxyethyl)pyrrolidine-2,5-dione 
• 107319-90-4 (1R)-6-(2-pivaloyloxyethyl)-2-oxa-6-azabicyclo<3.3.0>oct-4-ene-3,7-dione 

Downstream Products

• 130-01-8 (-)-integerrimine 

Relevant articles and documents

Total Synthesis of Optically Active Integerrimine, a Twelve-membered Dilactonic Pyrrolizidine Alkaloid of Retronecine Type

A total synthesis of the natural enantiomer of integerrimine (1), a twelve-membered dilactonic pyrrolizidine alkaloid of retronecine type has been achieved through the enantioselective synthesis and regioselective coupling of (+)-retronecine (4) and (+)-integerrinecic acid (methylthio)methyl ether (6).

Enantioselective Synthesis of Seven Pyrrolizidine Diols from a Single Precursor

The enantioselective synthesis of seven pyrrolizidine diols has been accomplished from a single, readily available intermediate.The key step of this general scheme involves an acetoxy-directed acyliminium ion-ketene dithioacetal cationic cyclization to gi