(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID
- CAS No.
- 53558-93-3
- Chemical Name:
- (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID
- Synonyms
- (R)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID;5-oxo-2-tetrahydrofurancarboxylic acid;(theta)-2-furancarboxylicaci;(r)-γ-carboxy-γ-butyrolactone;5-Oxo-tetrahydro-furan-2-carboxylic;(2R)-5-Oxooxolane-2β-carboxylic acid;(R)-(-)-5-OXO-2-TETRAHYDROFUROIC ACID;(R)-GAMMA-CARBOXY-GAMMA-BUTYROLACTONE;(2R)-Tetrahydro-5-Oxo-2-Furan Carboxy;(R)-(-)-GAMMA-CARBOXY-GAMMA-BUTYROLACTONE
- CBNumber:
- CB6492559
- Molecular Formula:
- C5H6O4
- Molecular Weight:
- 130.1
- MDL Number:
- MFCD00011567
- MOL File:
- 53558-93-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| (R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98% | 310476 | 1g | $111 |
| (R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98% | 310476 | 5g | $320 |
| (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T) | O0281 | 1g | $28 |
| (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T) | O0281 | 5g | $93 |
| (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid | O870405 | 1g | $65 |
| Melting point | 71-73 °C (lit.) |
|---|---|
| alpha | -14°(D/20℃) (c=5, メタノール) |
| Boiling point | 165-167 °C/0.3 mmHg (lit.) |
| Density | 1.3985 (rough estimate) |
| refractive index | 1.5800 (estimate) |
| storage temp. | Inert atmosphere,Room Temperature |
| pka | 3.11±0.20(Predicted) |
| form | solid |
| Appearance | White to light yellow Solid |
| optical activity | [α]20/D 14°, c = 5 in methanol |
| BRN | 1424499 |
| InChI | InChI=1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)/t3-/m1/s1 |
| InChIKey | QVADRSWDTZDDGR-GSVOUGTGSA-N |
| SMILES | O1C(=O)CC[C@@H]1C(O)=O |
| CAS DataBase Reference | 53558-93-3(CAS DataBase Reference) |
| EPA Substance Registry System | 2-Furancarboxylic acid, tetrahydro-5-oxo-, (2R)- (53558-93-3) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | TSCA listed | |||||||||
| HS Code | 29321900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID price More Price(25)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 310476 | (R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98% | 53558-93-3 | 1g | $111 | 2026-04-30 | Buy |
| Sigma-Aldrich | 310476 | (R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98% | 53558-93-3 | 5g | $320 | 2026-04-30 | Buy |
| TCI Chemical | O0281 | (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T) | 53558-93-3 | 1g | $28 | 2026-04-30 | Buy |
| TCI Chemical | O0281 | (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T) | 53558-93-3 | 5g | $93 | 2026-04-30 | Buy |
| TRC | O870405 | (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid | 53558-93-3 | 1g | $65 | 2021-12-16 | Buy |
(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID Chemical Properties,Uses,Production
Chemical Properties
white crystalline powder
Uses
(R)-5-Oxotetrahydrofuran-2-carboxylic Acid is an intermediate used to synthesize 2'',3''-dideoxy-4''-selenonucleosides as potential antiviral agents.
General Description
(R)-()-5-Oxo-2-tetrahydrofurancarboxylic acid belongs to the class of furans, considered as heterocyclic building blocks. It is used as an HPLC derivatization reagent for UV/Vis detection.
Synthesis
6893-26-1
53558-93-3
Example 1: Synthesis of (R)-(-)-5-oxo-2-tetrahydrofuran carboxylic acid (2) 1. To a mixed solution of D-glutamic acid (1 , 25 g, 170 mmol) in water (67 mL) and concentrated hydrochloric acid (35 mL) was slowly added a solution of NaNO2 (17.5 g, 253.6 mmol) in water (37.5 mL) at 0 °C for 4 hours. 2. After the addition was completed, the reaction mixture was stirred overnight at room temperature to obtain a clarified solution. 3. The solvent was removed by vacuum evaporation and the residue was treated with ethyl acetate (EtOAc, 80 mL) and filtered. 4. The filtrate was dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated. 5. The concentrated residue was crystallized from a solvent mixture of ethyl acetate/benzene/hexane to afford (R)-(-)-5-oxo-2-tetrahydrofuran carboxylic acid (2) as a white crystalline solid (12.63 g, 57% yield). Product Characterization: - Melting point: 71-73°C - 1H NMR (400 MHz, CD3OD): δ 4.20 (m, 1H, CHO), 1.8-2.3 (m, 4H, CH2CH2).
References
[1] Tetrahedron, 2006, vol. 62, # 37, p. 8687 - 8695
[2] Tetrahedron: Asymmetry, 1993, vol. 4, # 6, p. 1391 - 1396
[3] Organic Letters, 2014, vol. 16, # 16, p. 4336 - 4339
[4] Pharmazie, 1995, vol. 50, # 1, p. 15 - 21
[5] Patent: US2004/67877, 2004, A1
(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaoxing Fangxiao Chemical Co., LTD | +86-13456999252 +86-13868192239 | kenny@fangxiaochem.com | China | 50 | 58 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29819 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10404 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
| Hangzhou Huarong Pharm Co., Ltd. | 571-86758373 +8613588754946 | sales@huarongpharm.com | CHINA | 3148 | 58 |
| Labnetwork lnc. | +86-27-50766799 +8618062016861 | contact@labnetwork.com | China | 19987 | 58 |
| HANGZHOU LEAP CHEM CO., LTD. | +86-571-87711850 | market18@leapchem.com | China | 24597 | 58 |
| SUZHOU SENFEIDA CHEMICAL CO.,LTD | +86-0512-83500002 +8618662433356 | 3899766280@qq.com | China | 26362 | 58 |
View Lastest Price from (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2019-09-03 | (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID
53558-93-3
|
US $1.00 / KG | 1KG | 95-99% | 500kg | Career Henan Chemical Co |
-

- (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID
53558-93-3
- US $1.00 / KG
- 95-99%
- Career Henan Chemical Co
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