2(3H)-Furanone,5-hexyldihydro-, (5R)-

Base Information

• Chemical Name: 2(3H)-Furanone,5-hexyldihydro-, (5R)-
• CAS No.: 107797-26-2
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• Mol file: 107797-26-2.mol

Synonyms:2(3H)-Furanone,5-hexyldihydro-, (R)-; Decanoic acid, 4-hydroxy-, g-lactone, (+)- (7CI); (+)-g-Decalactone; (+)-g-Decanolactone; (5R)-5-Hexyldihydro-2(3H)-furanone;(5R)-5-Hexyltetrahydrofuran-2-one; (R)-4-Decanolide;(R)-4-n-Hexylbutyrolactone; (R)-g-Decalactone; R-(+)-g-Decalactone

Chemical Property of 2(3H)-Furanone,5-hexyldihydro-, (5R)-

Chemical Property:

• Boiling Point: 266.7°Cat760mmHg
• Flash Point: 105.8°C
• Density: 0.946g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(3H)-Furanone,5-hexyldihydro-, (5R)-

There total 51 articles about 2(3H)-Furanone,5-hexyldihydro-, (5R)- 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: 99.0%

C19H29NO3 (1233882-52-4) → (R)-5-Hexyl-dihydro-furan-2-one (107797-26-2,2825-92-5)

Guidance literature:

C₁₉H₂₉NO₃; With methanol; sodium hydroxide; for 3h; Reflux;

With hydrogenchloride; In water; at 20 ℃; for 1h;

DOI:10.1080/00397910903134618

Reference yield: 96.0%

C14H28O3 (935701-26-1) → (R)-5-Hexyl-dihydro-furan-2-one (107797-26-2,2825-92-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 85 ℃; for 4h;

DOI:10.1021/ja0686211

Reference yield: 79.0%

4-hydroxy-decanoic acid benzylamide (259675-58-6) → (R)-5-Hexyl-dihydro-furan-2-one (107797-26-2,2825-92-5) + (-)-(S)-γ-Decalactone (107797-27-3,2825-92-5)

Guidance literature:

4-hydroxy-decanoic acid benzylamide; With vinyl acetate; Novozym 435; In diethyl ether; at 20 ℃; Enzymatic reaction;

With 3,5-dimethylbenzoic acid; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h; optical yield given as %ee; Further stages;

DOI:10.1080/00397910802546177

upstream raw materials:

Methyl (+/-)-γ-hexyl-γ-hydroxybutyrate

6-phenyl-4-oxohexanoic acid

4-Hydroxy-decanoic acid propyl ester

(-)-(4S,5S)-5-(4-methylphenyl)thio-4-decanolide

Downstream raw materials:

(R)-3-[1-(4'-Heptyl-biphenyl-4-yl)-meth-(E)-ylidene]-5-hexyl-dihydro-furan-2-one

(R)-3-(4'-Heptyl-biphenyl-4-ylmethyl)-5-hexyl-3-phenylsulfanyl-dihydro-furan-2-one

Refernces

• 1、 Romano, Diego,Contente, Martina,Granato, Tiziana,Remelli, William,Zambelli, Paolo,Molinari, Francesco. "Biocatalytic oxidation of 1,4-diols and γ-lactols into γ-lactones: Application to chemoenzymatic synthesis of drospirenone". . p. 735 - 737. Retrieved 2013.
• 2、 Huffer, Manfred,Schreier, Peter. "Lipase-catalyzed Transesterification in organic Solvents: Preparation and Enantiodifferentiation of optically enriched 4(5)-alkylated 1,4(1,5)-olides". . p. 1157 - 1164. Retrieved 1991.
• 3、 Costa, Nuno,Matos, Sara,Da Silva, Marco D. R. Gomes,Pereira, M. Manuela A.. "Cyclodextrin-based ionic liquids as enantioselective stationary phases in gas chromatography". . p. 1466 - 1474. Retrieved 2013.
• 4、 Chen, Meng,Zhang, Xiao-Yan,Xing, Chen-Guang,Zhang, Chao,Zheng, Yu-Cong,Pan, Jiang,Xu, Jian-He,Bai, Yun-Peng. "Efficient Stereoselective Synthesis of Structurally Diverse γ- and δ-Lactones Using an Engineered Carbonyl Reductase". . p. 2600 - 2606. Retrieved 2019/05/21.
• 5、 Martinez-Rojas, Enriqueta,Olejniczak, Teresa,Neumann, Konrad,Garbe, Leif-Alexander,Boraty?ski, Filip. "Simple Preparation of Rhodococcus erythropolis DSM 44534 as Biocatalyst to Oxidize Diols into the Optically Active Lactones". . p. 623 - 627. Retrieved 2016/10/11.