Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester

Base Information

• Chemical Name: Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester
• CAS No.: 717920-98-4
• Molecular Formula: C₂₅H₂₈NO₈P
• Molecular Weight: 501.473
• Mol file: 717920-98-4.mol

Synonyms:Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester

Chemical Property of Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester

There total 2 articles about Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester 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: 57.0%

Phosphoric acid dibenzyl ester (4R,5R)-5-benzyloxycarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (717920-97-3) → Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester (717920-98-4)

Guidance literature:

With Dowex 50wx8-200 resin; In methanol; water; at 20 ℃; for 48h;

DOI:10.1021/jm031066i

Reference yield:

(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-N-(phenylmethoxy)-1,3-dioxolane-4-carboxamide (717920-96-2) → Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester (717920-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / CH₂Cl₂ / 1.5 h / -78 °C

2: 57 percent / Dowex 50WX₈-200 resin / methanol; H₂O / 48 h / 20 °C

With pyridine; Dowex 50wx8-200 resin; In methanol; dichloromethane; water;

DOI:10.1021/jm031066i

Reference yield: 58.0%

acetic anhydride (108-24-7) + Phosphoric acid dibenzyl ester (2R,3R)-3-benzyloxycarbamoyl-2,3-dihydroxy-propyl ester (717920-98-4) → Acetic acid (1R,2R)-2-acetoxy-2-benzyloxycarbamoyl-1-(bis-benzyloxy-phosphoryloxymethyl)-ethyl ester (717920-99-5)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 15h;

DOI:10.1021/jm031066i

upstream raw materials:

Phosphoric acid dibenzyl ester (4R,5R)-5-benzyloxycarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-N-(phenylmethoxy)-1,3-dioxolane-4-carboxamide

Downstream raw materials:

Acetic acid (1R,2R)-2-acetoxy-2-benzyloxycarbamoyl-1-(bis-benzyloxy-phosphoryloxymethyl)-ethyl ester