(2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one

Base Information

• Chemical Name: (2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one
• CAS No.: 51773-49-0
• Molecular Formula: C20H26 O3
• Molecular Weight: 314.425
• European Community (EC) Number: 257-409-4,257-408-9
• DSSTox Substance ID: DTXSID90966085
• Mol file: 51773-49-0.mol

Synonyms:51773-47-8;EINECS 257-409-4;(2R-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one;(2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one;51773-49-0;EINECS 257-408-9;DTXSID90966085;2-Ethyl-3-hydroxy-2-[2-(6-methoxy-3,4-dihydronaphthalen-1(2H)-ylidene)ethyl]cyclopentan-1-one

Chemical Property of (2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Boiling Point: 485.3°Cat760mmHg
• PKA: 14.05±0.40(Predicted)
• Flash Point: 170.4°C
• PSA: 46.53000
• Density: 1.157g/cm³
• LogP: 3.92520
• Water Solubility.: 23.7mg/L at 20℃
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 470

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1(C(CCC1=O)O)CC=C2CCCC3=C2C=CC(=C3)OC

Technology Process of (2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-one

There total 7 articles about (2S-(2alpha(E),3beta))-2-(2-(3,4-Dihydro-6-methoxy-1(2H)-naphthylidene)ethyl)-2-ethyl-3-hydroxycyclopentan-1-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: 56.0%

ethyl secodione (62298-52-6) → (13R,17S)-E-13-ethyl-3-methoxy-8,14-secogona-1,3,5(10),9(11)-tetraene-17-ol-14-one (51773-49-0)

Guidance literature:

With D-glucose; glucose dehydrogenase from Bacillus megaterium; nicotinamide adenine dinucleotide phosphate; In aq. phosphate buffer; ethanol; at 28 ℃; for 6h; pH=8; Reagent/catalyst; stereoselective reaction; Microbiological reaction;

DOI:10.1002/ejoc.201501557

Reference yield:

→ 2-Ethyl-3-hydroxy-2-{2-[6-methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-ethyl}-cyclopentanone (14507-43-8,24508-11-0,40062-71-3,51773-47-8,51773-48-9,51773-49-0,54323-44-3,58692-08-3,62356-91-6,63268-50-8,63268-59-7)

Guidance literature:

Aus d. 14,17-Dion, Rhodotorula glutinis;

Reference yield:

ethyl secodione (62298-52-6) → (13R,17S)-E-13-ethyl-3-methoxy-8,14-secogona-1,3,5(10),9(11)-tetraene-17-ol-14-one (51773-49-0) + (13S,17R)-E-13-ethyl-3-methoxy-8,14-secogona-1,3,5(10),9(11)-tetraene-17-ol-14-one

Guidance literature:

With Pichia capsulata CBS 1993; In aq. phosphate buffer; ethanol; at 28 ℃; for 96h; pH=7; Reagent/catalyst; stereoselective reaction; Microbiological reaction;

DOI:10.1002/ejoc.201501557

upstream raw materials:

ethyl secodione

Downstream raw materials:

13β-Aethyl-3-methoxy-gonapentaen-(1.3.5(10).8.14)-ol-(17β)

Refernces

• 1、 Serra, Immacolata,Guidi, Benedetta,Burgaud, Gaetan,Contente, Martina L.,Ferraboschi, Patrizia,Pinto, Andrea,Compagno, Concetta,Molinari, Francesco,Romano, Diego. "Seawater-Based Biocatalytic Strategy: Stereoselective Reductions of Ketones with Marine Yeasts". . p. 3254 - 3260. Retrieved 2016/10/24.