3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone

Base Information

• Chemical Name: 3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone
• CAS No.: 147093-43-4
• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.156
• Mol file: 147093-43-4.mol

Synonyms:3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone

Chemical Property of 3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone

There total 1 articles about 3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone 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:

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran (32780-06-6) → 3R,5S-5-azidomethyl-3-methyl-4,5-dihydro-2(3H)-furanone (147093-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide

2: 1.) LDA / 1.) THF, -78 deg C, 45 min, 2.) THF, 15 min

3: 77 percent / trifluoroacetic acid, H₂O / 2 h / Ambient temperature

4: 89 percent / Et₃N / CH₂Cl₂ / -30 - 20 °C

5: 94 percent / NaN₃, 15-crown-5 / acetonitrile / 16 h / Ambient temperature

With 1H-imidazole; sodium azide; 15-crown-5; water; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0957-4166(00)86022-X

upstream raw materials:

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran