Ethisolide

Base Information

• Chemical Name: Ethisolide
• CAS No.: 33644-10-9
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.176
• Hs Code.: 2932999099
• Mol file: 33644-10-9.mol

Synonyms:Furo[3,4-b]furan-2,6(3H,4H)-dione,4-ethyldihydro-3-methylene-, [3aR-(3aa,4b,6aa)]-; Furo[3,4-b]furan-2,6(3H,4H)-dione,4b-ethyl-3aa,6aa-dihydro-3-methylene-, (-)- (8CI); (-)-Ethisolide;Ethisolide

Chemical Property of Ethisolide

Chemical Property:

• Vapor Pressure: 2.67E-07mmHg at 25°C
• Boiling Point: 421.1°Cat760mmHg
• Flash Point: 228.9°C
• PSA: 52.60000
• Density: 1.26g/cm³
• LogP: 0.41960

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethisolide

There total 48 articles about Ethisolide 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: 81.0%

(+/-)-(3aRS,4SR,6aRS)-4-ethyl-6-hydroxy-3-methylidene tetrahydrofuro<3,4-b>furan-2(3H)-one → (+/-)-ethisolide (33644-10-9,76549-59-2,104265-76-1)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In acetonitrile; for 12h; Ambient temperature;

DOI:10.1016/0040-4020(95)00901-9

Reference yield: 80.0%

(3aS,4R,6S,6aS)-4-Ethyl-6-hydroxy-3-methylene-tetrahydro-furo[3,4-b]furan-2-one → (+/-)-ethisolide (33644-10-9,76549-59-2,104265-76-1)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide;

DOI:10.1016/0040-4039(94)88024-7

Reference yield: 34.0%

formic acid (64-18-6) + C8H10O4 → (+/-)-ethisolide (33644-10-9,76549-59-2,104265-76-1) + epi-ethisolide (33644-10-9,76549-59-2,104265-76-1)

Guidance literature:

C₈H₁₀O₄; With magnesium methyl carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 5h; Inert atmosphere;

formic acid; With sodium acetate; acetic acid; triethylamine; at 20 - 100 ℃;

DOI:10.1016/j.tet.2018.06.028

upstream raw materials:

3-C-(carboxymethyl)-3,5-dideoxy-5-C-(methyl)-L-lyxono-1,4-lactone-2,3-γ-lactone

(R)-((2S,3R)-2-Ethyl-4-methylene-5-oxo-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid

(3S,3aR,4S,6aR)-4-Ethyl-3-phenylsulfanylmethyl-dihydro-furo[3,4-b]furan-2,6-dione

(R)-((2S,3S,4S)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-hydroxy-acetic acid methyl ester