(R)-4-hydroxy-5-methylfuran-2(5H)-one

Base Information

• Chemical Name: (R)-4-hydroxy-5-methylfuran-2(5H)-one
• CAS No.: 22885-98-9
• Molecular Formula: C5H6 O3
• Molecular Weight: 114.101
• Hs Code.: 2932209090
• Mol file: 22885-98-9.mol

Synonyms:2(5H)-Furanone,4-hydroxy-5-methyl-, (R)-; 2(5H)-Furanone, 4-hydroxy-5-methyl-, (R)-(-)- (8CI);(-)-g-Methyltetronic acid;Methyltetronic acid; Tetronic acid, g-methyl-, (-)-

Chemical Property of (R)-4-hydroxy-5-methylfuran-2(5H)-one

Chemical Property:

• Vapor Pressure: 0.0411mmHg at 25°C
• Melting Point: 115°C
• Refractive Index: 1.4056 (estimate)
• Boiling Point: 211.5°Cat760mmHg
• Flash Point: 93.9°C
• PSA: 46.53000
• Density: 1.349g/cm³
• LogP: 0.37360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-4-hydroxy-5-methylfuran-2(5H)-one

There total 4 articles about (R)-4-hydroxy-5-methylfuran-2(5H)-one 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:

(R)-4-benzyloxy-5-methylfuran-2(5H)-one → (R)-4-hydroxy-5-methylfuran-2(5H)-one (22885-98-9) + (R)-5-methyltetronic acid (5457-19-2)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 1.5h; under 750.075 Torr; Overall yield = 99 %; Overall yield = 1.12 g;

DOI:10.1055/s-0035-1562625

Reference yield:

6-(1-Hydroxyethyl)-2,2-dimethyl-1,3-dioxin-4-one (128766-64-3) → (R)-4-hydroxy-5-methylfuran-2(5H)-one (22885-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: PCC

2: 1.) fermenting baker's yeast, 32 deg C, 1 d 2.) toluene, reflux

With pyridinium chlorochromate;

DOI:10.1246/cl.1990.901

Reference yield:

6-Acetyl-2,2-dimethyl-1,3-dioxin-4-one (130473-32-4) → (R)-4-hydroxy-5-methylfuran-2(5H)-one (22885-98-9) + (S)-4-hydroxy-5-methylfuran-2(5H)-one (22886-01-7)

Guidance literature:

Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) fermenting baker's yeast, 32 deg C, 1 d 2.) toluene, reflux;

DOI:10.1246/cl.1990.901

upstream raw materials:

6-Acetyl-2,2-dimethyl-1,3-dioxin-4-one

6-(1-Hydroxyethyl)-2,2-dimethyl-1,3-dioxin-4-one

Refernces

• 1、 Sakaki, Jun-ichi,Suzuki, Miwako,Kobayashi, Satoshi,Sato, Masayuki,Kaneko, Chikara. "Baker's Yeast Mediated Bioreduction of Prochiral Ketones Having 6-(4-Oxo-1,3-dioxinyl) Group". . p. 901 - 904. Retrieved 2007/10/02.