27963-98-0

Basic information

• Product Name: 2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE
• Synonyms: 2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE;2-AMINO-BETA-D-ARABINOFURANO1',2';4,5OXAZOLINE;2-Amino-b-D-arabinofurano[1,2:4,5]oxazoline;2-AMINO-SS-D-ARABINOFURANO[1'',2'':4,5]OXAZOLINE;Nsc139108;(3aR,5R,6R,6aS)-2-AMino-3a,5,6,6a-tetrahydro-6-hydroxy-furo[2,3-d]oxazole-5-Methanol;(3AR,5R,6R,6aS)-2-amino-5-(hydroxymethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]oxazol-6-ol
• CAS NO: 27963-98-0
• Molecular Formula: C₆H₁₀N₂O₄
• Molecular Weight: 174.16
• Product Categories: Amines;Heterocycles;Amines, Heterocycles
• Mol File: 27963-98-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 181-182°C
• Boiling Point: 422°Cat760mmHg
• Flash Point: 209°C
• Appearance: /
• Density: 2.14g/cm³
• Vapor Pressure: 2E-15mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
• PKA: 12.91±0.60(Predicted)
• CAS DataBase Reference: 2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE(27963-98-0)
• EPA Substance Registry System: 2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE(27963-98-0)

Safety Data

• Hazardous Substances Data: 27963-98-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C6H8N2O3.H2O/c9-5(6(10)11)1-4-2-7-3-8-4;/h2-3,5,9H,1H2,(H,7,8)(H,10,11);1H2/t5-;/m0./s1

Upstream product

• 25545-03-3 β-D-arabinofuranose 
• 420-04-2 CYANAMID 
• 85281-82-9 α-D-arabinopyranosylamine 
• 3736-77-4 2,2'-Anhydrouridine 
• 10323-20-3 D-Arabinose 
• 27963-97-9 2-amino-(1,2-dideoxy-α-D-ribofurano)<1,2-d>-2-oxazoline 
• 1165930-35-7 (1R,2R)-1-(2-amino-1,3-oxazol-5-yl)propane-1,2,3-triol 
• 56270-92-9 2-thiono-(1,2-dideoxy-β-D-arabinofurano)<1,2-d>oxazolidine 
• 61787-01-7 (3aS)-6-amino-7-fluoro-3c-hydroxy-2t-hydroxymethyl-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidinylium; chloride 
• 532-20-7 D-arabinofuranose 

Downstream Products

• 31698-14-3 cyclocitidine 
• 36963-58-3 (3aS)-3c-hydroxy-2t-hydroxymethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-8-carboxylic acid methyl ester 
• 81002-76-8 2-Oxo-3-p-chlorbenzyloxycarbonyl-α-D-ribofurano<1',2':4,5>-oxazolidin 
• 81002-77-9 2-Oxo-3-p-brombenzyloxycarbonyl-α-D-ribofurano<1',2':4,5>-oxazolidin 
• 81002-78-0 2-Oxo-3-p-methoxybenzyloxycarbonyl-α-D-ribofurano<1',2':4,5>-oxazolidin 
• 81002-75-7 2-Oxo-3-p-nitrobenzyloxycarbonyl-α-D-ribofurano<1',2':4,5>-oxazolidin 
• 33886-20-3 (3aS)-3c-hydroxy-2t-hydroxymethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-8-carboxylic acid 
• 81002-80-4 2-Oxo-3-benzyloxycarbonyl-3',5'-di-O-benzoyl-β-D-arabinofurano<1',2':4,5>-oxazolidin 
• 81002-79-1 2-Oxo-3-benzyloxycarbonyl-3',5'-di-O-acetyl-β-D-arabinofurano<1',2':4,5>-oxazolidin 
• 81002-81-5 2-Oxo-3-benzyloxycarbonyl-3',5'-di-O-p-nitrobenzoyl-β-D-arabino-<1',2':4,5>-oxazolidin 
• 81002-82-6 C₂₀H₁₅N₃O₁₁ 
• 51897-83-7 (3aR)-6c-benzoyloxy-5t-benzoyloxymethyl-(3ar,6ac)-tetrahydro-furo[2,3-d]oxazol-2-one 
• 605-23-2 thymine arabinoside 
• 22423-26-3 O-2,2'-cyclo-5-methyluridine 

Relevant articles and documents

Synthesis and antiviral activity of C-5 substituted β-D- and β-l-D4T analogues

A series of β-D-2',3'-didehydro-2',3'-dideoxy-nucleosides bearing a tether attached at the C-5 position and their β-L-counterparts was synthesized. Their inhibitory activities against human immunodeficiency vires (HIV) were investigated and compared to establish relationship(s) between compound structure and their antiviral activity. No significant activity was observed for β-D- and β-L-modified nucleosides respectively 7a-c and 14a-c, but 7d and 14d exhibited a weak activity against HIV-1.

A new, facile synthesis of 2-amino-(pento- and hexo-furano)oxazoline derivatives

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SYNTHESIS OF NITROGEN-15-LABELED 2-AMINO(GLYCOFURANO)OXAZOLINES via GLYCSYLAMINE INTERMEDIATES

A new, efficient synthesis of doubly (15)N-labeled 2-amino-oxazoline derivatives of pentoses and hexoses has been delineated that involves treatment either of unprotected or O-isopropylidenated glycosylamines with cyanamide-(15)N2 in methanol to give 2-amino(glycofurano)oxazolines-(15)N2.A probable mechanism for these reactions is presented.These techniques provide a practical means by which a variety of stable or radioactive isotopes can be introduced into any of several known, clinically significant pyrimidine anhydronucleosides, such as 2,2'-anhydro-(1-β-D-arabinofuranosylcytosine)(cyclo-C).

Phosphate-mediated interconversion of Ribo- and Arabino-configured prebiotic nucleotide intermediates

(Represented Chemical Equation) Flipping stereochemistry: Inorganic phosphate catalyzes the interconversion of ribose and arabinose aminooxazolines, suggesting that the prebiotic synthesis of enantiopure pyrimidine ribonucleotides might have involved a single stereoinversion at Cl′ and a double stereoinversion at C2′.

Facile Synthesis of 5-Substituted Arabinofuranosyluracil Derivatives

Arabinoaminooxazoline reacted readily with α-(bromomethyl)acrylate derivatives to afford the corresponding adduct.Potassium tert-butoxide- or sodium methoxide-catalyzed cyclization of the adduct gave 5-substituted 2,2'-anhydroarabinofuranosyluracil derivatives.