3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC ACID

Base Information

• Chemical Name: 3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC ACID
• CAS No.: 40500-10-5
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Hs Code.: 2932999099
• Mol file: 40500-10-5.mol

Synonyms:3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC ACID;3-(oxan-4-yl)propanoic acid;3-(Tetrahydropyran-4-yl)propionic acid;Tetrahydro-2H-pyran-4-propanoic acid

Chemical Property of 3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC ACID

Chemical Property:

• Boiling Point: 297℃
• PKA: 4.71±0.10(Predicted)
• Flash Point: 120℃
• PSA: 46.53000
• Density: 1.081
• LogP: 1.27780
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

3-(Tetrahydro-2H-pyran-4-yl)propanoicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC ACID

There total 10 articles about 3-(TETRAHYDRO-2H-PYRAN-4-YL)PROPANOIC 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: 87.0%

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) + cycl-isopropylidene malonate (2033-24-1) → 3-(tetrahydro-2H-pyran-4-yl)propanoic acid (40500-10-5)

Guidance literature:

With formic acid; triethylamine; at 100 ℃; for 5h;

DOI:10.1016/j.tetlet.2010.07.054

Reference yield:

ethyl 3-(3,4,5,6-tetrahydro-2H-pyran-4-yl) propionate (99197-84-9) → 3-(tetrahydro-2H-pyran-4-yl)propanoic acid (40500-10-5)

Guidance literature:

ethyl 3-(3,4,5,6-tetrahydro-2H-pyran-4-yl) propionate; With water; sodium hydroxide; In ethanol; for 16h;

With hydrogenchloride; In water; at 0 - 5 ℃; for 1h; pH=1;

Reference yield:

tetrahydro-2H-pyran-4-carboxylic acid (5337-03-1) → 3-(tetrahydro-2H-pyran-4-yl)propanoic acid (40500-10-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: magnesium chloride / tetrahydrofuran / 2.5 h / 10 - 50 °C / Industry scale

1.2: 18.5 h / 30 - 34 °C / Industry scale

2.1: sodium tetrahydroborate / 1.42 h / 10 - 39 °C

2.2: 0 - 5 °C

3.1: dmap / tetrahydrofuran / 3 h / 20 - 35 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 24 h / 35 - 50 °C

5.1: hydrogen / palladium(II) hydroxide / ethanol / 5 h / 30 °C / 155.15 Torr

6.1: sodium hydroxide; water / ethanol / 16 h

6.2: 1 h / 0 - 5 °C / pH 1

With dmap; sodium tetrahydroborate; water; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; magnesium chloride; palladium(II) hydroxide; In tetrahydrofuran; ethanol;

upstream raw materials:

tetrahydropyran-4-ylmethyl-malonic acid

4-(bromomethyl)tetrahydro-2H-pyran

diethyl 2-((tetrahydro-2H-pyran-4-yl)methyl)malonate

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

Downstream raw materials:

4-(2-aminoethyl)tetrahydropyran

3-(4-piperidyl)propionic acid

1-azabicyclo[2.2.2]octane-2-carboxylic acid

(S)-2-(4-(cyclopropylsulfonyl)-1H-pyrazolo[3,4-c]pyridin-1-yl)-3-(tetrahydro-2H-pyran-4-yl)propanoate (R)-N-(4-(dimethylamino)benzyl)-1-phenylethanaminium salt

Refernces

• 1、 Mudhar, Harminder,Witty, Andrew. "One-pot conversion of alkyl aldehydes into substituted propanoic acids via Knoevenagel condensation with Meldrum's acid". experimental part. p. 4972 - 4974. Retrieved 2011/01/12.