7-Ethoxy-4,7-dioxoheptanoic acid

Base Information

• Chemical Name: 7-Ethoxy-4,7-dioxoheptanoic acid
• CAS No.: 1506-55-4
• Molecular Formula: C9H14 O5
• Molecular Weight: 202.207
• Hs Code.: 2918990090
• European Community (EC) Number: 691-512-9,932-576-2
• DSSTox Substance ID: DTXSID00340877
• Nikkaji Number: J208.829K
• Wikidata: Q82110745
• Mol file: 1506-55-4.mol

Synonyms:7-Ethoxy-4,7-dioxoheptanoic acid;1506-55-4;3-Oxopentane-1,5-dicarboxylic Acid Monoethyl Ester;Monoethyl 4-Oxoheptanedioate;4-Oxoheptanedioic Acid Monoethyl Ester;Ethyl hydrogen 4-oxoheptanedioate;Heptanedioic acid, 4-oxo-, 1-ethyl ester;SCHEMBL8350828;7-Ethoxy-4,7-dioxoheptanoicacid;DTXSID00340877;BAA50655;MFCD00059093;4-Oxoheptanedioic acid 1-ethyl ester;7-Ethoxy-4,7-dioxoheptanoic acid #;7-ETHOXY-4,7-DIOXOHEPTANOATE;AS-64505;CS-0151590;FT-0692948;O0211;T71813;3-OXOPENTANE-1,5-DICARBOXYLICACIDMONOETHYLESTER

Chemical Property of 7-Ethoxy-4,7-dioxoheptanoic acid

Chemical Property:

• Melting Point: 70°C
• Boiling Point: 198-200 °C(Press: 25 Torr)
• PKA: 4.68±0.17(Predicted)
• PSA: 80.67000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 0.76360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 202.08412354
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

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

7-Ethoxy-4,7-dioxoheptanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(=O)CCC(=O)O
• Uses: 7-ethoxy-4,7-dioxoheptanoic acid is a useful reactant for samarium diiodide-mediated cyclization of indolyl sulfinyl iminesfor when synthesizing polycyclic tertiary carbinamines.

Technology Process of 7-Ethoxy-4,7-dioxoheptanoic acid

There total 5 articles about 7-Ethoxy-4,7-dioxoheptanoic acid 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: 97.0%

4-oxopimelate (6317-49-3) → 4-oxoheptanedioic acid monoethyl ester (1506-55-4)

Guidance literature:

With AY₃₀ lipase; at 37 ℃; for 16h; pH=8; Inert atmosphere; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/anie.201003320

Reference yield:

4-Ketopimelic acid (502-50-1) + ethanol (64-17-5) → 4-oxopimelate (6317-49-3) + 4-oxoheptanedioic acid monoethyl ester (1506-55-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01595a044

Reference yield:

1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7) + formic acid ethyl ester (109-94-4) → 4-oxoheptanedioic acid monoethyl ester (1506-55-4)

Guidance literature:

With sodium; In tetrahydrofuran;

upstream raw materials:

4-Ketopimelic acid

ethanol

1,6-dioxaspiro[4.4]nonane-2,7-dione

formic acid ethyl ester

Refernces

• 1、 Beemelmanns, Christine,Reissig, Hans-Ulrich. "A short formal total synthesis of strychnine with a samarium diiodide induced cascade reaction as the key step". . p. 8021 - 8025. Retrieved 2010.
• 2、 Cox, Brian G.,Maria, Paolo De. "INTRAMOLECULAR CATALYSIS IN THE ENOLISATION REACTIONS OF 4-OXOHEPTANEDIOIC ACID AND ITS MONOETHYL ESTER". . p. 369 - 373. Retrieved 2007/10/02.