N-(2-oxooxolan-3-yl)hexanamide

Base Information

• Chemical Name: N-(2-oxooxolan-3-yl)hexanamide
• CAS No.: 106983-28-2
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID701347943
• Nikkaji Number: J1.006.262D
• Wikidata: Q77490834
• Metabolomics Workbench ID: 109686
• ChEMBL ID: CHEMBL277823
• Mol file: 106983-28-2.mol

Synonyms:N-Hexanoyl-DL-homoserine lactone;106983-28-2;N-(2-oxooxolan-3-yl)hexanamide;N-CAPROYL-L-HOMOSERINE LACTONE;N-(2-oxotetrahydrofuran-3-yl)hexanamide;N-(2-Oxotetrahydro-3-furanyl)hexanamide;C6-homoserine lactone;CHEMBL277823;SCHEMBL3755785;Homoserine lactone, N-hexanoyl-;N-Caproyl-DL-homoserine lactone;CHEBI:181568;ZJFKKPDLNLCPNP-UHFFFAOYSA-N;DTXSID701347943;N-hexanoyl-D,L-homoserine lactone;MFCD01862908;HY-W045071;AS-60395;CS-0038074;W12274;N-Hexanoyl-DL-homoserine lactone, >=97.0% (HPLC);EF8302BC-3B29-438B-9222-4F080871A48A

Chemical Property of N-(2-oxooxolan-3-yl)hexanamide

Chemical Property:

• PSA: 58.89000
• LogP: 1.83870
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 199.12084340
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Hexanoyl-DL-homoserine lactone ≥97.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)NC1CCOC1=O
• Uses: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Technology Process of N-(2-oxooxolan-3-yl)hexanamide

There total 3 articles about N-(2-oxooxolan-3-yl)hexanamide 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: 62.0%

α-amino-γ-butyrolactone hydrobromide (6305-38-0) + Hexanoyl chloride (142-61-0) → (+/-)-N-hexanoyl-homoserine lactone (18627-35-5,147852-83-3,106983-28-2)

Guidance literature:

With pyridine; In chloroform; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.06.007

Reference yield: 54.0%

α-amino-γ-butyrolactone hydrobromide (6305-38-0) + hexanoic acid (142-62-1) → (+/-)-N-hexanoyl-homoserine lactone (18627-35-5,147852-83-3,106983-28-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In water; at 20 ℃; for 24h;

DOI:10.1021/jf050586e

Reference yield:

→ (+/-)-N-hexanoyl-homoserine lactone (18627-35-5,147852-83-3,106983-28-2)

Guidance literature:

2-Amino-4-butyrolacton*HBr, Hexanoylchlorid;

upstream raw materials:

α-amino-γ-butyrolactone hydrobromide

hexanoic acid

Hexanoyl chloride

Downstream raw materials:

N-hexanoyl-methionine

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