1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate

Base Information

• Chemical Name: 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate
• CAS No.: 270076-03-4
• Molecular Formula: C₂₂H₂₅O₈P
• Molecular Weight: 448.409
• Mol file: 270076-03-4.mol

Synonyms:1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate

Chemical Property of 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate

There total 2 articles about 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate 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: 91.0%

5-O-dibenzylphosphono-1,2-O,O-isopropylidene-α-D-xylofuranose (270076-02-3) → 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate (270076-03-4)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; acetic acid;

DOI:10.1016/j.tetlet.2008.05.074

Reference yield:

dibenzyl phosphochloridate (538-37-4) → 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate (270076-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / CCl₄; pyridine / 3 h / 20 °C

2: 90 percent / PDC; molecular sieves; AcOH / CH₂Cl₂ / 3 h / 20 °C

With dipyridinium dichromate; molecular sieve; acetic acid; In pyridine; tetrachloromethane; dichloromethane; 1: Substitution / 2: Oxidation;

DOI:10.1016/S0040-4020(00)00065-X

Reference yield: 85.0%

methylmagnesium chloride (676-58-4) + 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate (270076-03-4) → C23H29O8P

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/j.tetlet.2008.05.074

upstream raw materials:

5-O-dibenzylphosphono-1,2-O,O-isopropylidene-α-D-xylofuranose

dibenzyl phosphochloridate

Downstream raw materials:

1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate

2-O-benzyl-2-C-methyl-D-erythrose 4-dibenzylphosphate

2-O-benzyl-2-C-methyl-D-erythritol 4-dibenzylphosphate

3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate