1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose

Base Information

• Chemical Name: 1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose
• CAS No.: 96291-75-7
• Molecular Formula: C₁₁H₁₆O₇
• Molecular Weight: 260.244
• Mol file: 96291-75-7.mol

Synonyms:Ribofuranose,2-deoxy-, triacetate, b-D- (6CI);b-D-erythro-Pentofuranose,2-deoxy-, triacetate (9CI);

Chemical Property of 1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose

Chemical Property:

• Refractive Index: 1.466
• Boiling Point: 329.297 °C at 760 mmHg
• Flash Point: 142.967 °C
• PSA: 88.13000
• Density: 1.24 g/cm³
• LogP: 0.15930
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,4S,5R)-5-(Acetoxymethyl)tetrahydrofuran-2,4-diyldiacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose

There total 11 articles about 1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose 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: 93.0%

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) + acetic anhydride (108-24-7) → 1,3,5-tri-O-acetyl-2-deoxyribose (4594-52-9,96291-74-6,96291-75-7)

Guidance literature:

With pyridine; In 1,4-dioxane; for 3h; Reflux;

DOI:10.3390/molecules17044343

Reference yield: 84.0%

acetic anhydride (108-24-7) + 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-erythropentofuranose → 1,3,5-tri-O-acetyl-2-deoxyribose (4594-52-9,96291-74-6,96291-75-7)

Guidance literature:

With perchloric acid immobilized on silica gel; In dichloromethane; for 4h; Reflux;

DOI:10.1016/j.tet.2010.12.028

Reference yield: 63.3%

acetic anhydride (108-24-7) + 3,5-di-O-acetyl-2-deoxy-α/β-D-ribofuranoside (151767-35-0) → 1,3,5-tri-O-acetyl-2-deoxyribose (4594-52-9,96291-74-6,96291-75-7)

Guidance literature:

With sulfuric acid; acetic acid; at 6 - 20 ℃; for 5.66h; Inert atmosphere; Industry scale;

upstream raw materials:

2-Deoxy-D-ribose

acetic anhydride

2-deoxy-D-ribose

D-2-deoxyribose

Downstream raw materials:

5-carboxy-2'-deoxyuridine

Acetic acid (2R,3S)-2-acetoxymethyl-5-(3-benzyloxy-2-methyl-4-oxo-4H-pyridin-1-yl)-tetrahydro-furan-3-yl ester

1-hydroxy-2-(3',5'-di-O-acetyl-2'-deoxy-β-D-ribofuranosyl)benzene

1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3-hydroxy-2-methyl-1H-pyridin-4-one