138395-78-5

Basic information

• Product Name: 2H-Cyclopentoxazol-2-one, hexahydro-4,5-dihydroxy-6-(hydroxymethyl)-, 3aR-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-
• Synonyms: 2H-Cyclopentoxazol-2-one, hexahydro-4,5-dihydroxy-6-(hydroxymethyl)-, 3aR-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-
• CAS NO: 138395-78-5
• Molecular Weight: 0
• Mol File: 138395-78-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Cyclopentoxazol-2-one, hexahydro-4,5-dihydroxy-6-(hydroxymethyl)-, 3aR-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Cyclopentoxazol-2-one, hexahydro-4,5-dihydroxy-6-(hydroxymethyl)-, 3aR-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-(138395-78-5)
• EPA Substance Registry System: 2H-Cyclopentoxazol-2-one, hexahydro-4,5-dihydroxy-6-(hydroxymethyl)-, 3aR-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-(138395-78-5)

Safety Data

• Hazardous Substances Data: 138395-78-5(Hazardous Substances Data)

Upstream product

• 138395-72-9 2-aza-7,8-di-t-butyldimethylsiloxy-6-hydroxymethyl-4-oxabicyclo<3.3.0>octan-3-one 
• 165375-20-2 (1R,2R,3S,4S,5S)-3-(ethoxycarbonylamino)-4-hydroxy-5-(hydroxymethyl)cyclo-pentane-1,2-diyl dibenzoate 
• 100021-11-2 (1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol 
• 204448-89-5 (1S,2R,3R,4S,5S)-3,5-Bis-benzyloxy-4-benzyloxymethyl-cyclopentane-1,2-diol 
• 204448-93-1 C₃₄H₃₅N₃O₄ 
• 204448-92-0 (1R,2R,3R,4S,5S)-2,3,5-Tris-benzyloxy-4-benzyloxymethyl-cyclopentanol 
• 80675-64-5 (3R,4R,5R)-3,4-dibenzoyloxy-5-(hydroxymethyl)cyclopent-1-ene 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose 
• 138395-75-2 (1S,2S,3R,4R,5S)-2-Amino-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-cyclopentanol 
• 76101-14-9 2-((3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-isoindole-1,3-dione 
• 138395-65-0 2-[(1R,2R,3R)-1-(Bis-ethylsulfanyl-methyl)-2,3-dihydroxy-pent-4-enyl]-isoindole-1,3-dione 
• 138395-71-8 2,3-di-t-butyldimethylsiloxy-5-hydroxy-4-phthalimidocyclopentanemethanol 
• 138395-68-3 (2S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-5-enal oxime 
• 138395-70-7 2-[(1R,2R,3R,4R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxymethyl-5-oxo-cyclopentyl]-isoindole-1,3-dione 

Downstream Products

• 138395-73-0 (3aS,4R,5R,6S,6aS)-6-(Acetoxymethyl)-2-oxohexahydro-2H-cyclopenta[d]oxazole-4,5-diyl diacetate 
• 114621-71-5 3,4,6-tri-O-acetylallosamizoline 
• 103766-13-8 (1S,5R)-3-dimethylamino-6-exo-7-endo-dihydroxy-8-exo-hydroxymethyl-2-oxa-4-azabicyclo<3.3.0>oct-3-ene 
• 114673-96-0 (-)-allosamizoline hydrochloride 

Relevant articles and documents

Asymmetric desymmetrization of meso-cyclopentitol using a C2-symmetric bis-sulfoxide: A synthesis of (-)-allosamizoline

A synthesis of (-)-allosamizoline was accomplished via asymmetric desymmetrization of a meso-cyclopentitol using the C2-symmetric bis-sulfoxide 5 as a chiral auxiliary.

Syntheses of the Fungicide/Insecticide Allosamidin and a Structural Isomer

A synthesis of the naturally occurring inhibitor of chitin metabolism, allosamidin 1, involves, as the key step, condensation between the allosamizoline derivative 39, prepared following oxyamination of the cyclopentene 19, and the disaccharide glycosylating agent 54 which was synthesised from 2-acetamido-2-deoxy-D-glucose.The structural isomer 59 of allosamidin is also reported.Brief biological test results obtained using isomers 1 and 59 are recorded.

Enantiospecific total synthesis of (-)-allosamizoline, and aminocyclitol moiety of the insect chitinase inhibitor allosamidin

Total synthesis of (-)-allosamizoline (2), an aminocyclitol moiety of the insect chitinase inhibitor allosamidin (1) has been enantiospecifically synthesized from D-glucosamine by using an intramolecular cycloaddition of the nitrile oxide to an olefin as a key step.