3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide

Base Information

• Chemical Name: 3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide
• CAS No.: 147795-40-2
• Molecular Formula: C14H23NO4
• Molecular Weight: 0.00000
• DSSTox Substance ID: DTXSID801283875
• Nikkaji Number: J767.324H
• Wikidata: Q27453919
• Metabolomics Workbench ID: 78433
• ChEMBL ID: CHEMBL8450
• Mol file: 147795-40-2.mol

Synonyms:mini-proinsulin;miniproinsulin

Chemical Property of 3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide

Chemical Property:

• Melting Point: 90-92 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 503.2±50.0 °C(Predicted)
• PKA: 11.25±0.46(Predicted)
• PSA: 0.00000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 0.00000
• Storage Temp.: −20°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 269.16270821
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

95% ^*data from raw suppliers

N-(3-Oxodecanoyl)-L-homoserine lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCC(=O)CC(=O)NC1CCOC1=O
• Isomeric SMILES: CCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• Uses: N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) may be used to study the signaling involved in the regulation of bacterial quorum sensing.

Technology Process of 3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide

There total 16 articles about 3-Oxo-N-[(3s)-2-Oxotetrahydrofuran-3-Yl]decanamide 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: 78.0%

L-homoserine lactone hydrochloride (2185-03-7) + 2,2-dimethyl-5-octanoyl-1,3-dioxane-4,6-dione (103576-44-9) → N-(3-oxodecanoyl)-L-homoserine lactone (147795-40-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h; Reflux;

DOI:10.1128/AAC.02410-13

Reference yield: 76.0%

→ N-(3-oxodecanoyl)-L-homoserine lactone (147795-40-2)

Guidance literature:

Reference yield: 48.0%

(S)-N-(2-oxotetrahydrofuran-3-yl)-2-(2-heptyl-1,3-dioxolan-2-yl)acetamide (182359-62-2) → N-(3-oxodecanoyl)-L-homoserine lactone (147795-40-2)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.04.059

upstream raw materials:

L-homoserine lactone hydrochloride

5-(1-hydroxyoctylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

2-(2-heptyl-1,3-dioxolan-2-yl)acetic acid

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Downstream raw materials:

N-(3-hydroxy-decanoyl)-L-homoserine lactone

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