(3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

Base Information

• Chemical Name: (3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
• CAS No.: 57236-69-8
• Molecular Formula: C₂₈H₂₄O₉
• Molecular Weight: 504.493
• Mol file: 57236-69-8.mol

Synonyms:(3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

Chemical Property of (3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

There total 49 articles about (3S,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate 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: 54.0%

acetic anhydride (108-24-7) + Methyl 2,3,5-tri-O-benzoyl-L-ribofuranoside → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose (3080-30-6,6974-32-9,14215-97-5,16162-35-9,20822-87-1,21138-42-1,22249-15-6,22249-17-8,26287-72-9,53403-35-3,53403-36-4,57236-69-8,70832-64-3,99395-04-7,100101-51-7,109668-83-9,120019-54-7) + 1,4-di-O-acetyl-2,3,5-tri-O-benzoyl-L-ribose methyl hemiacetal + 1,1,4-tri-O-acetyl-2,3,5-tri-O-benzoyl-L-ribose

Guidance literature:

With sulfuric acid; In acetic acid; at -35 - -10 ℃; for 0.25h;

Reference yield: 48.0%

L-ribose (24259-59-4) + acetic anhydride (108-24-7) + benzoyl chloride (98-88-4) → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose (3080-30-6,6974-32-9,14215-97-5,16162-35-9,20822-87-1,21138-42-1,22249-15-6,22249-17-8,26287-72-9,53403-35-3,53403-36-4,57236-69-8,70832-64-3,99395-04-7,100101-51-7,109668-83-9,120019-54-7)

Guidance literature:

L-ribose; With hydrogenchloride; In methanol; at 20 ℃; for 6h;

benzoyl chloride; With pyridine; In dichloromethane; at 20 ℃;

acetic anhydride; With sulfuric acid; In acetic acid; at 20 ℃;

Reference yield: 45.0%

acetic anhydride (108-24-7) + methyl 2,3,5-tri-O-benzoyl-αβ-D-ribofuranoside (69350-76-1) → 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose (3080-30-6,6974-32-9,14215-97-5,16162-35-9,20822-87-1,21138-42-1,22249-15-6,22249-17-8,26287-72-9,53403-35-3,53403-36-4,57236-69-8,70832-64-3,99395-04-7,100101-51-7,109668-83-9,120019-54-7)

Guidance literature:

With sulfuric acid; acetic acid; at 0 ℃;

upstream raw materials:

acetic anhydride

1-O-methyl-2,3,5-tri-O-benzoyl-L-ribofuranose

L-xylopyranose

L-ribose

Downstream raw materials:

9-(2,3,5-tri-O-benzoyl-β-L-ribofuranosyl)-N-palmitoylguanosine

2',3',5'-tri-Obenzoyl-L-cytidine

6-N-benzoyl-2',3',5'-tri-O-benzoyl-β-L-adenosine

1,3,5-Tri-O-benzoyl-α-L-ribofuranose