(S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate

Base Information

• Chemical Name: (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate
• CAS No.: 1227170-85-5
• Molecular Formula: C₂₃H₂₂O₇
• Molecular Weight: 410.423
• Mol file: 1227170-85-5.mol

Synonyms:(S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate

Chemical Property of (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate

There total 3 articles about (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate 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: 54.0%

acryloyl chloride (814-68-6,25189-84-8) + (2R)-3,4-dibenzyloxy-2-[(1S)-1,2-dihydroxyethyl]-2H-furan-5-one (99663-32-8) → (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate (1227170-85-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1002/pola.24627 DOI:10.1002/pola.24840

Reference yield:

ascorbic acid (50-81-7,98966-42-8) → (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate (1227170-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide; tetrahydrofuran / 3 h / 50 °C

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

With potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.3998/ark.5550190.p009.781

Reference yield:

benzyl bromide (100-39-0) → (S)-2-((R)-3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl acrylate (1227170-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide; tetrahydrofuran / 3 h / 50 °C

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

With potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.3998/ark.5550190.p009.781

upstream raw materials:

acryloyl chloride

(2R)-3,4-dibenzyloxy-2-[(1S)-1,2-dihydroxyethyl]-2H-furan-5-one

ascorbic acid

benzyl bromide