Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid

Base Information

• Chemical Name: Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid
• CAS No.: 78416-55-4
• Molecular Formula: C₂₉H₃₈O₁₄
• Molecular Weight: 610.612

Synonyms:Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid

Chemical Property of Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid

There total 1 articles about Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid 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: 70.0%

benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid (78416-55-4)

Guidance literature:

With mercury(II) cyanide; mercury dibromide; In chloroform; at 55 ℃; for 26h;

Reference yield: 90.0%

Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid (78416-55-4) → Benzyl-5-O-(β-D-glucopyranosyl)-2,3-O-isopropyliden-β-D-ribofuranosid (78416-56-5)

Guidance literature:

With sodium methylate; In methanol; at 5 ℃; for 18h;

Reference yield:

acetic anhydride (108-24-7) + Benzyl-2,3-O-isopropyliden-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid (78416-55-4) → Benzyl-2,3-di-O-acetyl-β-D-ribofuranosid (78416-51-0) + Benzyl-2,3-di-O-acetyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid (78420-93-6) + β-D-glucose pentaacetate (604-69-3) + α-D-glucopyranose peracetylate (604-68-2)

Guidance literature:

With trifluoroacetic acid; Yield given. Multistep reaction; 1) CH₂Cl₂, 18 deg C, 20 min, 2) pyridine, 24 h;

upstream raw materials:

benzyl 2,3-O-isopropylidene-D-ribofuranoside

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

Benzyl-2,3-di-O-acetyl-β-D-ribofuranosid

Benzyl-2,3-di-O-acetyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-ribofuranosid

β-D-glucose pentaacetate

α-D-glucopyranose peracetylate

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