Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate

Base Information

• Chemical Name: Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate
• CAS No.: 127956-11-0
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• Hs Code.: 2932999099
• European Community (EC) Number: 848-655-9
• DSSTox Substance ID: DTXSID90562788
• Mol file: 127956-11-0.mol

Synonyms:127956-11-0;Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate;methyl 4-oxooxane-3-carboxylate;Methyl tetrahydro-4H-pyran-4-one-3-carboxylate;methyl 4-oxotetrahydropyran-3-carboxylate;4-Oxotetrahydropyran-3-carboxylic acid methyl ester;MFCD20921984;Methyl 4-oxotetrahydropyran-3-carboxylate;2H-Pyran-3-carboxylic acid, tetrahydro-4-oxo-, methyl ester;SCHEMBL1617863;DTXSID90562788;SOWMVLQIMWETEK-UHFFFAOYSA-N;AMY32018;BCP29955;CS-D0214;AKOS016005676;DS-2543;SB22770;SY038671;Methyl 4-oxo-tetrahydro-pyran-3-carboxylate;EN300-99505;Methyl-4-Oxotetrahydro-2H-Pyran-3-Carboxylate;Methyl 4-oxo-tetrahydro-2H-pyran-3-carboxylate;METHYL4-OXOTETRAHYDRO-2H-PYRAN-3-CARBOXYLATE;4-Oxo-tetrahydro-pyran-3-carboxylic acid methyl ester;Z1331041635;Methyl tetrahydro-4H-pyran-4-one-3-carboxylate-4;2H-Pyran-3-carboxylic acid, tetrahydro-4-oxo-, methyl

Chemical Property of Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate

Chemical Property:

• Boiling Point: 236.4±30.0 °C(Predicted)
• PKA: 10.61±0.20(Predicted)
• PSA: 52.60000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: -0.23500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-oxotetrahydro-2H-pyran-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1COCCC1=O
• Uses: Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a carboxylate derivative, and used as a pharmaceutical intermediate.

Technology Process of Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate

There total 5 articles about Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate 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: 49.0%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + carbonic acid dimethyl ester (616-38-6) → 4-oxotetrahydro-2H-pyran-3-carboxylic acid methyl ester (127956-11-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; hexane; at 45 ℃;

Reference yield: 20.0%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + methyl cyanoformate (17640-15-2) → 4-oxotetrahydro-2H-pyran-3-carboxylic acid methyl ester (127956-11-0)

Guidance literature:

Tetrahydro-4H-pyran-4-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h; Reflux;

methyl cyanoformate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol503541z

Reference yield:

4-oxa-1,7-heptanedioic acid dimethyl ester (94102-60-0) → 4-oxotetrahydro-2H-pyran-3-carboxylic acid methyl ester (127956-11-0)

Guidance literature:

4-oxa-1,7-heptanedioic acid dimethyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexanes; at -78 ℃; for 0.25h;

With water; In tetrahydrofuran; hexanes;

upstream raw materials:

Tetrahydro-4H-pyran-4-one

carbonic acid dimethyl ester

methyl cyanoformate

4-oxa-1,7-heptanedioic acid dimethyl ester

Downstream raw materials:

methyl 3-(3-(benzylamino)-3-oxopropoxy)-2-(hydroxyimino)propanoate

C₁₃H₁₃N₃O₄

2-(4-(trifluoromethyl)phenyl)-7,8-dihydro-3H-pyrano[4,3-d]pyrimidin-4(5H)-one

2-(4-(methylsulfonyl)phenyl)-7,8-dihydro-3H-pyrano[4,3-d]pyrimidin-4(5H)-one