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

Base Information

• Chemical Name: 1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate
• CAS No.: 270076-04-5
• Molecular Formula: C₂₃H₂₉O₈P
• Molecular Weight: 464.452
• Mol file: 270076-04-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 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: 84.0%

methylmagnesium chloride (676-58-4) + 1,2-O-isopropylidene-α-D-erythro-pentofuranose-3-ulose 5-dibenzylphosphate (270076-03-4) → 1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate (270076-04-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4h;

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

Reference yield:

dibenzyl phosphochloridate (538-37-4) → 1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate (270076-04-5)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 84 percent / tetrahydrofuran / 4 h / 20 °C

With dipyridinium dichromate; molecular sieve; acetic acid; In tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; 1: Substitution / 2: Oxidation / 3: Addition;

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

Reference yield:

5-O-dibenzylphosphono-1,2-O,O-isopropylidene-α-D-xylofuranose (270076-02-3) → 1,2-O-isopropylidene-3-C-methyl-α-D-ribofuranose 5-dibenzylphosphate (270076-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / PDC; molecular sieves; AcOH / CH₂Cl₂ / 3 h / 20 °C

2: 84 percent / tetrahydrofuran / 4 h / 20 °C

With dipyridinium dichromate; molecular sieve; acetic acid; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: Addition;

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

upstream raw materials:

methylmagnesium chloride

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

dibenzyl phosphochloridate

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

Downstream raw materials:

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

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

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

2-C-methyl-D-erythritol 4-phosphate