(S)-Tetrahydro-3-furancarboxylic acid

Base Information

• Chemical Name: (S)-Tetrahydro-3-furancarboxylic acid
• CAS No.: 168395-26-4
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2932190090
• Mol file: 168395-26-4.mol

Synonyms:3-Furancarboxylicacid, tetrahydro-, (S)-;(S)-Tetrahydro-3-furoic acid;(S)-Tetrahydrofuran-3-carboxylic acid;

Chemical Property of (S)-Tetrahydro-3-furancarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00618mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 252.108 °C at 760 mmHg
• PKA: 4.33±0.20(Predicted)
• Flash Point: 113.211 °C
• PSA: 46.53000
• Density: 1.262 g/cm³
• LogP: 0.10750
• Storage Temp.: -20°C

Purity/Quality:

99%, ^*data from raw suppliers

(3S)-Oxolane-3-carboxylicacid 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-Tetrahydro-3-furancarboxylic acid

There total 6 articles about (S)-Tetrahydro-3-furancarboxylic 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: 94.0%

2,5-dihydrofuran-3-carboxylic acid (1002728-73-5) → (3R,S)-tetrahydro-furan-3-carboxylic acid (66838-42-4) + (S)-tetrahydro-furan-3-carboxylic acid (168395-26-4)

Guidance literature:

With C₅₆H₇₂IrNOP⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; caesium carbonate; In methanol; at 60 ℃; for 12h; under 4560.31 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.201301341

Reference yield:

(S)-tetrahydro-furan-3-carboxylic acid benzyl ester (130193-90-7) → (S)-tetrahydro-furan-3-carboxylic acid (168395-26-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃; for 18h;

Reference yield:

3-tetrahydrofuroic acid (89364-31-8) → (S)-tetrahydro-furan-3-carboxylic acid (168395-26-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 100 °C

2: Chiralpak AD / methanol; ethanol; n-heptane / Resolution of racemate

3: palladium on activated charcoal; hydrogen / ethanol / 18 h / 20 °C

With palladium on activated charcoal; hydrogen; potassium carbonate; In methanol; ethanol; n-heptane; N,N-dimethyl-formamide;

upstream raw materials:

2,5-dihydrofuran-3-carboxylic acid

tert-butyl 4-hydroxytetrahydrofuran-3-carboxylate

tert-butyl 2,5-dihydrofuran-3-carboxylate

3-tetrahydrofuroic acid

Downstream raw materials:

-(-)-3-hydroxymethyltetrahydrofuran

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