tetrahydro-2H-pyran-3-carboxylic acid

Base Information

• Chemical Name: tetrahydro-2H-pyran-3-carboxylic acid
• CAS No.: 873397-34-3
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.144
• Hs Code.: 2932999099
• European Community (EC) Number: 820-721-1
• DSSTox Substance ID: DTXSID70587974,DTXSID30901495
• Mol file: 873397-34-3.mol

Synonyms:tetrahydro-2H-pyran-3-carboxylic acid;873397-34-3;oxane-3-carboxylic acid;Tetrahydropyran-3-carboxylic acid;TETRAHYDRO-PYRAN-3-CARBOXYLIC ACID;MFCD04114349;Tetrahydro-2H-pyran-3-carboxylicacid;2H-Pyran-3-carboxylicacid, tetrahydro-;MFCD22681538;3-oxanecarboxylic acid;NoName_620;SCHEMBL301788;DTXSID30901495;DTXSID70587974;YEWPVCUHKJABMV-UHFFFAOYSA-N;BCP07723;STK693518;2H-Pyran-3-carboxylicacid,tetrahydro-;AKOS005607101;rac-tetrahydro-pyran-3-carboxylic acid;tetrahydro-2H-pyran-3-carboxylic?acid;CS-W001890;MCULE-3431951803;PB24847;SB45025;SB45187;(RS)-tetrahydro-pyran-3-carboxylic acid;AC-29358;DS-15844;SY020666;SY264892;DB-076920;AM20110254;EN300-44033;A842097;Tetrahydro-2H-pyran-3-carboxylic acid, AldrichCPR;J-524878;F0001-2175;Z445214062

Chemical Property of tetrahydro-2H-pyran-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00282mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 264.5 °C at 760 mmHg
• PKA: 4.35±0.20(Predicted)
• Flash Point: 114 °C
• PSA: 46.53000
• Density: 1.185 g/cm³
• LogP: 0.49760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Tetrahydropyran-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(COC1)C(=O)O
• Uses: Tetrahydropyran-3-carboxylic Acid was used as in the synthesis of β-hydroxyisovalerylshikonin analogues which display inhibitory activity towards cell lines DU-145 and HeLa.

Technology Process of tetrahydro-2H-pyran-3-carboxylic acid

There total 10 articles about tetrahydro-2H-pyran-3-carboxylic 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: 99.0%

rac-(tetrahydro-2H-pyran-3-yl)methanol (14774-36-8) → racemic tetrahydropyran-3-carboxylic acid (873397-34-3,1062515-13-2,1062515-14-3)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; In aq. buffer; at 20 ℃; for 5h; pH=9.8 - 10.1; Electrolysis;

DOI:10.1021/acscatal.8b01640

Reference yield: 95.0%

tetrahydropyran-3-carbonitrile (89464-26-6) → racemic tetrahydropyran-3-carboxylic acid (873397-34-3,1062515-13-2,1062515-14-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 2.5h; Reflux;

DOI:10.3987/COM-10-S(E)73

Reference yield:

5,6-dihydro-4H-pyran-3-carboxylic acid (40915-37-5) → racemic tetrahydropyran-3-carboxylic acid (873397-34-3,1062515-13-2,1062515-14-3)

Guidance literature:

With hydrogen; Pd/C (30%); In ethanol; at 20 ℃; for 48h;

upstream raw materials:

5,6-dihydro-2H-pyran-3-carboxylic acid

Oxan-3-ol

3,4-dihydro-2H-pyran

5,6-dihydro-2H-pyran-3(4H)-one

Downstream raw materials:

3-({2-[(benzyloxycarbonyl)amino]-3-phenylpropanoyl}-amino)tetrahydropyran-3-carboxylic acid

N-methyl-N-phenyltetrahydropyran-3-carboxamide

N-methyl-N-phenyltetrahydropyran-3-thiocarboxamide

N-methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine

Refernces

• 1、 -. "IMIDAZOTRIAZINONE COMPOUNDS". . . Retrieved 2013/10/08.
• 2、 Loepfe, Michael,Linden, Anthony,Heimgartner, Heinz. "N-methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine - Synthesis and reactions of a synthon for AN UNKNOWN α-AMINO ACID". . p. 1267 - 1282. Retrieved 2011/05/14.