1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose

Base Information

• Chemical Name: 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose
• CAS No.: 6974-32-9
• Deprecated CAS: 58581-80-9,75082-56-3,485830-06-6
• Molecular Formula: C28H24O9
• Molecular Weight: 504.493
• Hs Code.: 29400090
• European Community (EC) Number: 230-220-4
• DSSTox Substance ID: DTXSID40884346
• Nikkaji Number: J239I
• Wikipedia: 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose
• Wikidata: Q72506683
• Mol file: 6974-32-9.mol

Synonyms:1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose;6974-32-9;beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate;.beta.-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate;C28H24O9;EINECS 230-220-4;NSC 23349;(2S,3R,4R,5R)-2-Acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate;(2S,3R,4R,5R)-2-acetoxy-5-(benzoyloxymethyl)tetrahydrofuran-3,4-diyl dibenzoate;beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate;Ribofuranose, 1-acetate 2,3,5-tribenzoate, beta-D-;MFCD00005357;[(2R,3R,4R,5S)-5-acetyloxy-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate;1-O-Acetyl-2,3,5-tri-O-benzoylpentofuranose #;1-Acetyl-2,3,5-tribenzoyl-beta-D-ribofuranose;SCHEMBL308250;1-ACETYL-2,3,5-TRIBENZOY-B-D-RIBOFURANOSE;1-O-Acetyl-2,3,5-tri-O-benzoyl-?-D-ribofuranose;DTXSID40884346;AMY24697;AKOS015889645;AC-4270;CS-W007928;[(2R,3R,4R,5S)-5-(acetyloxy)-3,4-bis(benzoyloxy)oxolan-2-yl]methyl benzoate;Acetyl-tribenzoyl-.beta.-d-ribofuranose;AS-13409;R0067;1-Acetyl-2,3,5-tribenzoy-beta-D-ribofuranose;1-O-Ac-2,3,5-tri-O-bz-beta-D-ribofuranose;F16262;1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribose;1-Acetyl-2,3,5-tribenzoyl-.beta.-D-ribofuranose;beta-D-Ribofuranose,1-acetate 2,3,5-tribenzoate;1-O-Acetyl-2,3,5-O-benzoyl-.beta.-d-ribofuranose;1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose;1-O-Acetyl-2,3,5-tri-O-benzoyl-ss-D-ribofuranose;1-o-acetyl-2,3,5-tri-o-benzoylbeta-d-ribofuranose;1-O-acetyl-2,3,5-tri-O-benzoyl beta-D-ribofuranose;1-O-Acetyl-2,3,5-tri-O-benzoyl- beta -D-ribofuranose;1-O-Acetyl-2,3,5-tri-O-benzoyl-.beta.-D-ribofuranose;1-O-Acetyl-2,3,5-tri-O-benzyl-.beta.-D-ribofuranose;beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate, 98%;Ribofuranose, 1-acetate 2,3,5-tribenzoate, .beta.-D-

Chemical Property of 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 128-130 °C
• Refractive Index: 24 ° (C=1, Pyridine)
• Boiling Point: 621 °C at 760 mmHg
• Flash Point: 264.3 °C
• PSA: 114.43000
• Density: 1.35 g/cm³
• LogP: 3.58260
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated),
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 504.14203234
• Heavy Atom Count: 37
• Complexity: 794

Purity/Quality:

≥95% ^*data from raw suppliers

1-O-Acetyl-2,3,5-tri-O-benzoyl-a,b-D-ribofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C(C(C(O1)COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4
• Isomeric SMILES: CC(=O)O[C@H]1[C@@H]([C@@H]([C@H](O1)COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4

Technology Process of 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose

There total 80 articles about 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose 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: 95.0%

methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside (52783-53-6) + acetic anhydride (108-24-7) → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9)

Guidance literature:

With sulfuric acid; acetic acid; at 20 ℃; for 0.5h;

DOI:10.1081/NCN-120037666

Reference yield: 92.1%

acetic anhydride (108-24-7) + 2,3,5-Tri-O-benzoyl-D-ribofuranose (115459-50-2) → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9)

Guidance literature:

With pyridine; at 40 ℃; Cooling with ice;

Reference yield: 70.9%

acetic anhydride (108-24-7) + N6,N6,2',3',5'-pentabenzoyl-β-D-adenosine (62374-23-6) → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 10 - 20 ℃; for 12h;

upstream raw materials:

1,2,3,5-tetra-O-benzoyl-β-D-ribofuranose

acetic anhydride

O²,O³,O⁵-Tribenzoyl-D-ribose

methanol

Downstream raw materials:

guanosine

C₃₂H₃₂O₁₀

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4(1H)-pyridinone

C₃₂H₃₂O₈

Refernces

• 1、 Abou-Elkhair, Reham A. I.,Wasfy, Abdalla A.,Mao, Song,Du, Jinxi,Eladl, Sobhy,Metwally, Kamel,Hassan, Abdalla E. A.,Sheng, Jia. "2-Hydroxyimino-6-aza-pyrimidine nucleosides: Synthesis, DFT calculations, and antiviral evaluations". . p. 19650 - 19662. Retrieved 2020/12/05.
• 2、 -. "COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USE THEREOF AS INHIBITORS OF RAN GTPASE". Paragraph 0069. . Retrieved 2019/04/09.