O,N-Aminomethanylylidene-beta-D-arabinofuranose

Base Information

• Chemical Name: O,N-Aminomethanylylidene-beta-D-arabinofuranose
• CAS No.: 27963-98-0
• Deprecated CAS: 36994-58-8,64319-72-8,71669-16-4,110349-43-4
• Molecular Formula: C6H10 N2 O4
• Molecular Weight: 174.156
• Hs Code.: 2934999090
• European Community (EC) Number: 668-553-6
• UNII: WQJ8OB6ZYF
• Nikkaji Number: J314.808D
• Wikidata: Q27292782
• Mol file: 27963-98-0.mol

Synonyms:27963-98-0;O,N-AMINOMETHANYLYLIDENE-BETA-D-ARABINOFURANOSE;2-AMINO-BETA-D-ARABINOFURANO[1',2':4,5]OXAZOLINE;WQJ8OB6ZYF;D-arabinofuranosyl aminooxazoline;(3aR,5R,6R,6aS)-2-amino-5-(hydroxymethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]oxazol-6-ol;(3aR,5R,6R,6aS)-2-Amino-5-(hydroxymethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]oxazol-6-ol;(3AR,5R,6R,6AS)-2-AMINO-5-(HYDROXYMETHYL)-3AH,5H,6H,6AH-FURO[2,3-D][1,3]OXAZOL-6-OL;2-Amino-b-D-arabinofurano[1,2;4,5]oxazoline;NSC-139108;UNII-WQJ8OB6ZYF;D-arabinofuranosyl-aminooxazoline;AKOS006291532;O,N-Aminomethanylylidene-?-D-arabinofuranose;O,N-Aminomethanylylidene-|A-D-arabinofuranose;O,N-Aminomethanylylidene- beta -D-arabinofuranose;2-Amino-beta-D-arabinofurano1',2';4,5oxazoline?;W-202171;Q27292782;O,N-AMINOMETHANYLYLIDENE-.BETA.-D-ARABINOFURANOSE;(3aR,6abeta)-Hexahydro-6beta-hydroxy-2-iminofuro[2,3-d]oxazole-5alpha-methanol;(3AR,5R,6R,6AS)-2-AMINO-3A,5,6,6A-TETRAHYDRO-6-HYDROXYFURO(2,3-D)OXAZOLE-5-METHANOL;FURO(2,3-D)OXAZOLE-5-METHANOL, 2-AMINO-3A,5,6,6A-TETRAHYDRO-6-HYDROXY-, (3AR,5R,6R,6AS)-;FURO(2,3-D)OXAZOLE-5-METHANOL, 2-AMINO-3A,5,6,6A-TETRAHYDRO-6-HYDROXY-, (3AR-(3A.ALPHA.,5.BETA.,6.ALPHA.,6A.ALPHA.))-

Chemical Property of O,N-Aminomethanylylidene-beta-D-arabinofuranose

Chemical Property:

• Vapor Pressure: 2E-15mmHg at 25°C
• Melting Point: 181-182°C
• Boiling Point: 422°Cat760mmHg
• PKA: 12.91±0.60(Predicted)
• Flash Point: 209°C
• PSA: 97.30000
• Density: 2.14g/cm³
• LogP: -2.08610
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 174.06405680
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-b-D-arabinofurano[1,2;4,5]oxazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C2C(O1)N=C(O2)N)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@H]2[C@@H](O1)N=C(O2)N)O)O

Technology Process of O,N-Aminomethanylylidene-beta-D-arabinofuranose

There total 12 articles about O,N-Aminomethanylylidene-beta-D-arabinofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

CYANAMID (420-04-2) + D-arabinofuranose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → 2-amino-β-D-arabinofurano[1',2':4,5]-oxazoline (27963-98-0)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 90 ℃; for 1.5h;

Reference yield: 96.0%

β-D-arabinofuranose (25545-03-3) + CYANAMID (420-04-2) → 2-amino-β-D-arabinofurano[1',2':4,5]-oxazoline (27963-98-0)

Guidance literature:

DOI:10.1246/cl.1994.605

Reference yield: 90.0%

CYANAMID (420-04-2) + α-D-arabinopyranosylamine (85281-82-9) → 2-amino-β-D-arabinofurano[1',2':4,5]-oxazoline (27963-98-0)

Guidance literature:

In methanol; for 48h; Ambient temperature;

DOI:10.1016/0008-6215(83)88322-0

upstream raw materials:

CYANAMID

D-arabinofuranose

(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

β-D-arabinofuranose

Downstream raw materials:

(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

2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-4-chloro-5-(5-hydroxy-5-methyl-2,4-dioxo-tetrahydro-pyrimidin-1-yl)-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-ylmethyl ester

(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

2-Oxo-3-benzyloxycarbonyl-3',5'-di-O-benzoyl-β-D-arabinofurano<1',2':4,5>-oxazolidin

Refernces

• 1、 Davidson, Robert M.,Byrd, Gary D.,White, Edward,Margolis, Sam A.,Coxon, Bruce. "1H, 13C and 15N NMR Studies of 13C and 15N Labeled 2-Methylthiooxazoline Derivatives of Pentoses and Hexoses. Stereoelectronic Effects on Chemical Shifts and Mass Fragmentation Pathways". . p. 929 - 937. Retrieved 1986.
• 2、 Meresz,M. et al.. "-". . p. 1873 - 1877. Retrieved 1975.
• 3、 Chowdhury, Jakir Ahmed,Moriguchi, Tomohisa,Shinozuka, Kazuo. "Pseudo-dumbbell-type molecular beacon probes bearing modified deoxyuridine derivatives and a silylated pyrene as a fluorophore". supporting information. p. 496 - 502. Retrieved 2015/03/31.
• 4、 Fontaine,Lequenne,Fossey,Renoud-Grappin,Laduree. "Synthesis of analogues of 1-(2',3'-dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine". . p. 17 - 22. Retrieved 2007/10/03.