(2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate

Base Information

• Chemical Name: (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate
• CAS No.: 1616470-04-2
• Molecular Formula: C₂₈H₃₆O₉
• Molecular Weight: 516.588
• Mol file: 1616470-04-2.mol

Synonyms:(2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate

Chemical Property of (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate

There total 2 articles about (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate 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: 75.0%

C21H32O8 (1616470-00-8) + benzoyl chloride (98-88-4) → (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate (1616470-04-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at -90 - -65 ℃; for 7h;

DOI:10.1002/chem.201405497

Reference yield:

C21H32O8 (1616470-00-8) + orthobenzoic acid trimethyl ester (707-07-3) → C28H36O9 (1616470-02-0) + (2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate (1616470-04-2)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; water; at 20 ℃; Overall yield = 88 %; Overall yield = 3.17 g; regioselective reaction;

DOI:10.1002/anie.201402440

Reference yield: 94.0%

(2R,3S)-1-ethoxy-3-hydroxy-4-((4R,5R)-5-(2-(4-methoxybenzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxobutan-2-yl benzoate (1616470-04-2) → C25H32O9

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; at 20 ℃; for 1h;

DOI:10.1002/chem.201405497

upstream raw materials:

C₂₁H₃₂O₈

orthobenzoic acid trimethyl ester

benzoyl chloride