(R)-2-tridecyl-2,5-dihydro-4-methyl-5-oxo-3-furoic acid

Base Information

• Chemical Name: (R)-2-tridecyl-2,5-dihydro-4-methyl-5-oxo-3-furoic acid
• CAS No.: 70579-62-3
• Molecular Formula: C19H32 O4
• Molecular Weight: 324.461
• Mol file: 70579-62-3.mol

Synonyms:3-Furancarboxylicacid, 2,5-dihydro-4-methyl-5-oxo-2-tridecyl-, (R)- (9CI); (+)-Lichesterinicacid; d-Lichesterinic acid

Chemical Property of (R)-2-tridecyl-2,5-dihydro-4-methyl-5-oxo-3-furoic acid

Chemical Property:

• PSA: 63.60000
• LogP: 5.01400

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-tridecyl-2,5-dihydro-4-methyl-5-oxo-3-furoic acid

There total 11 articles about (R)-2-tridecyl-2,5-dihydro-4-methyl-5-oxo-3-furoic acid 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: 71.0%

(+)-protolichesterinic acid (493-46-9,1448-96-0,17002-28-7,22800-27-7,51260-32-3,58845-78-6,58845-79-7,60478-54-8) → (+)-lichesterinic acid (70579-62-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.09.040

Reference yield:

(2S,3R)-tetrahydro-4-methylene-5-oxo-2-n-tridecyl-3-furancarboxylic acid (493-46-9) → (+)-lichesterinic acid (70579-62-3)

Guidance literature:

With acetic anhydride; at 100 - 110 ℃;

Reference yield:

(2R,3S)-5-oxo-2-tridecyl-tetrahydrofuran-3-carboxylic acid (244612-58-6) → (+)-lichesterinic acid (70579-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 70 h / 135 - 140 °C / Inert atmosphere

2: acetic acid; N-methylaniline; sodium acetate / water / 2 h / 20 °C

3: triethylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With sodium acetate; acetic acid; triethylamine; N-methylaniline; In water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.040

upstream raw materials:

ethanol

4-methylene-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid

acetic anhydride

acetic acid

Downstream raw materials:

n-tetradecanoic acid

(+/-)-lichesterinic acid

Refernces

• 1、 Huneck, Siegfried,Takeda, Reiji. "Contribution to the Chemistry of Proto- and allo-Proto-lichesterinic Acids". . p. 842 - 854. Retrieved 2007/10/02.