CAS 144490-03-9 (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (HCID 908100)

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Basic information

CAS: 144490-03-9
Standard SMILES: CC(=O)OC[C@@H]1O[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O
InChIKey: IHNHAHWGVLXCCI-CYDGBPFRSA-N
Molecular formula: C13H18O9
Average molar mass: 318.28 g/mol
Monoisotopic mass: 318.09508215

Names & identifiers

Preferred name: (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate
IUPAC: [(2S,3S,4S,5R)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate
English name: 1,2,3,5-Tetra-O-acetyl-beta-L-ribofuranose
Molecular formula: C13H18O9
Molecular weight: 318.28

Names & synonyms

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetatebeta-L-Ribofuranose, 1,2,3,5-tetraacetateRefChem:397580604-419-5144490-03-91,2,3,5-Tetra-O-acetyl-beta-L-ribofuranose1,2,3,5-Tetra-O-acetyl-b-L-ribofuranose[(2S,3S,4S,5R)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetateMFCD07698606b-L-Ribofuranose, tetraacetate[(2S,3S,4S,5R)-3,4,5-tris(acetyloxy)oxolan-2-yl]methyl acetate1,2,3,5-Tetra-O-acetyl--L-ribofuranose

Show more names

1,2,3,5-Tetra-O-acetyl β-L-RibofuranoseIntermediate of MaribavirΒ-L-RIBOFURANOSE,1,2,3,5-TETRAACETATEb-L-Ribofuranose,1,2,3,5-tetraacetate

1,2,3,5-Tetra-O-Acetyl |A-L-Ribofuranose1,2,3,5-tetra-O-acetyl-L-ribofuranoseC13H18O9beta-L-Ribofuranose tetraacetateTetraacetyl-L-Ribose3XP3DCY92QBETA-L-RIBOFURANOSE 1,2,3,5-TETRAACETATESCHEMBL3313146

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 114 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 9
Rotatable bonds: 9
Heavy atoms: 22
Formal charge: 0
Complexity: 458

Physicochemical properties

Melting point: 80 · 80-83 °C
Boiling point: 385.6 · 385.6±42.0 °C(Predicted)
Density: 1.29 · 1.29±0.1 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: Chloroform (Sparingly), Methanol (Slightly), Pyridine (Slightly)
form: Powder
color: White to Off-white
optical activity: 20 · [α]20/D +12.5±0.5°, c = 2.4% in chloroform
InChI: InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11+,12+,13+/s3
InChIKey: IHNHAHWGVLXCCI-RVLAKFOANA-N
SMILES: [C@@H]1(OC(=O)C)[C@H](COC(=O)C)O[C@@H](OC(=O)C)[C@@H]1OC(=O)C |&1:0,5,12,17,r|
CAS DataBase Reference: 144490 · 144490-03-9(CAS DataBase Reference)
UNSPSC Code: 12352201 · 12352201
NACRES: 22 · NA.22

Safety & regulation

GHS classification

GHS ClassificationNot Classified；Reported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29400090
safety_code: 24/25
Storage Class: 11 - Combustible Solids
REACH Registrations: Active

Chemistry & industry

Applications · 1 item

Uses1,2,3,5-Tetra-O-acetyl β-L-Ribofuranose is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.