5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone

Base Information

• Chemical Name: 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone
• CAS No.: 1442089-93-1
• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.429

Synonyms:5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone

Chemical Property of 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone

Chemical Property:

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Technology Process of 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone

There total 5 articles about 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone 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: 86.0%

5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribonofuranose → 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone (1442089-93-1)

Guidance literature:

With iodine; potassium carbonate; In tert-butyl alcohol; for 1h; Reflux;

DOI:10.1021/jo4005487

Reference yield:

5-O-benzhydryl-2,3-O-isopropylidene-L-ribofuranose → 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone (1442089-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water; methanol / 4 h / Reflux

2: iodine; potassium carbonate / tert-butyl alcohol / 1 h / Reflux

With iodine; potassium carbonate; In methanol; water; tert-butyl alcohol;

DOI:10.1021/jo4005487

Reference yield:

5-O-benzhydryl-2,3-O-isopropylidene-L-ribono-1,4-lactone (1202748-22-8) → 5-O-benzhydryl-2-C-hydroxymethyl-2,3-O-isopropylidene-L-ribono-1,4-lactone (1442089-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene; dichloromethane / 2 h / -78 °C

2: potassium carbonate / water; methanol / 4 h / Reflux

3: iodine; potassium carbonate / tert-butyl alcohol / 1 h / Reflux

With iodine; diisobutylaluminium hydride; potassium carbonate; In methanol; dichloromethane; water; toluene; tert-butyl alcohol;

DOI:10.1021/jo4005487

upstream raw materials:

2,3-O-Isopropylidene-L-ribono-1,4-lactone

5-O-benzhydryl-2,3-O-isopropylidene-L-ribono-1,4-lactone

diazodiphenylmethane

Downstream raw materials:

C₂₃H₂₃F₃O₈S

2-C-azidomethyl-5-O-benzhydryl-2,3-O-isopropylidene-L-ribono-1,4-lactone

2-C-azidomethyl-2,3,5-tri-O-benzyl-L-ribono-1,4-lactone

2-C-azidomethyl-2,3,5-tri-O-benzyl-L-ribitol

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