2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI)

Base Information

• Chemical Name: 2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI)
• CAS No.: 169396-07-0
• Molecular Formula: C10H18 O5
• Molecular Weight: 218.25
• Mol file: 169396-07-0.mol

Synonyms:2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI)

Chemical Property of 2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI)

Chemical Property:

• Boiling Point: 331.7±31.0 °C(Predicted)
• PKA: 11.74±0.60(Predicted)
• PSA: 75.99000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 0.18800

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI)

There total 2 articles about 2(3H)-Furanone,5-butyl-5-ethoxydihydro-3,4-dihydroxy-,[3S-(3alpha,4alpha,5alpha)]-(9CI) 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: 66.0%

(S)-5-Butyl-5-ethoxy-5H-furan-2-one (169395-92-0) → (3S,4R,5S)-5-Butyl-5-ethoxy-3,4-dihydroxy-dihydro-furan-2-one (169396-07-0,169396-08-1)

Guidance literature:

With perhydrodibenzo-18-crown-6; potassium permanganate; In dichloromethane; 1.) -40 deg C, 4 h, 2.) 0 deg C, 3 h;

DOI:10.1021/jo00117a034

Reference yield:

(S)-5-Butyl-5-ethoxy-5H-furan-2-one (169395-92-0) → (3S,4R,5S)-5-Butyl-5-ethoxy-3,4-dihydroxy-dihydro-furan-2-one (169396-07-0,169396-08-1) + (3R,4S,5S)-5-Butyl-5-ethoxy-3,4-dihydroxy-dihydro-furan-2-one

Guidance literature:

With ruthenium trichloride; sodium periodate; In ethyl acetate; acetonitrile; at 0 ℃; for 0.05h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00117a034

Reference yield: 93.0%

p-toluenesulfonyl chloride (98-59-9) + (3S,4R,5S)-5-Butyl-5-ethoxy-3,4-dihydroxy-dihydro-furan-2-one (169396-07-0,169396-08-1) → Toluene-4-sulfonic acid (3S,4R,5S)-5-butyl-5-ethoxy-4-hydroxy-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:

With triethylamine; In dichloromethane; for 18h;

DOI:10.1021/jo00117a034

upstream raw materials:

(S)-5-Butyl-5-ethoxy-5H-furan-2-one