4-Oxo-hex-5-enoic acid ethyl ester

Base Information

Chemical Name:4-Oxo-hex-5-enoic acid ethyl ester
CAS No.:90199-67-0
Molecular Formula:C8H12 O3
Molecular Weight:156.181
Hs Code.:
DSSTox Substance ID:DTXSID50388663
Nikkaji Number:J636.086F
Mol file:90199-67-0.mol

Synonyms:ethyl 4-oxohex-5-enoate;4-OXO-HEX-5-ENOIC ACID ETHYL ESTER;90199-67-0;Ethyl 4-oxo-5-hexenoate;delta-Methylenelevulinic acid ethyl ester;SCHEMBL9308481;NIOSH/MP8225000;DTXSID50388663;4-Oxo-5-hexenoic acid ethyl ester;AKOS006274269;5-Hexenoic acid, 4-oxo-, ethyl ester;LS-75588;FT-0693331;MP82250000

Suppliers and Price of 4-Oxo-hex-5-enoic acid ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Ethyl4-Oxo-5-hexanoicAcidEster
25mg
$ 195.00

American Custom Chemicals Corporation
4-OXO-HEX-5-ENOIC ACID ETHYL ESTER 95.00%
5MG
$ 503.42

Total 3 raw suppliers

Chemical Property of 4-Oxo-hex-5-enoic acid ethyl ester

Chemical Property:

PSA：43.37000
LogP:1.08480
XLogP3:0.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:156.078644241
Heavy Atom Count:11
Complexity:161

Purity/Quality:: Ethyl4-Oxo-5-hexanoicAcidEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)CCC(=O)C=C
Uses Ethyl 4-Oxo-5-hexanoic Acid Ester is used in the synthesis of analogs of 5-aminolevulinic acid (ALA), which are potential inhibitors of ALA dehydratase (porphobilinogen synthase), an early enzyme of tetrapyrrole biosynthesis;Also, it is an intermediate of 4-Oxo-6-(2-oxo-5-vinylpyrrolidin-1-yl)hexanoic Acid (O858780), which is derived from Ethyl Succinoyl Chloride (E818230), which is used in the synthesis of bivalent ligands for D2/D3 dopamine receptors. Also used in the preparation of antimicrobial pyrrolo-isoquinolinones. Vigabatrin Impurity 2

Technology Process of 4-Oxo-hex-5-enoic acid ethyl ester

There total 7 articles about 4-Oxo-hex-5-enoic acid ethyl ester 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: 82.0%

: 14794-31-1,97900-84-0
ethyl 3-(chloroformyl)propionate

: 7486-35-3
tri-n-butyl(vinyl)tin

: 90199-67-0
ethyl 4-oxo-5-hexenoate

Guidance literature:: With trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 ℃; for 0.0833333h;
DOI:10.1016/j.bmc.2013.04.057

Reference yield: 47.0%

: 6414-69-3
ethyl 3-iodopropanoate

: 814-68-6,25189-84-8
acryloyl chloride

: 90199-67-0
ethyl 4-oxo-5-hexenoate

Guidance literature:: ethyl 3-iodopropanoate; With zinc/copper couple; In N,N-dimethyl acetamide; toluene; at 20 - 80 ℃; for 16h; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl acetamide; toluene; at 60 ℃; for 0.0833333h; Inert atmosphere;

acryloyl chloride; In N,N-dimethyl acetamide; toluene; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/anie.201403537