3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
- CAS No.
- 119736-16-2
- Chemical Name:
- 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
- Synonyms
- BPCA;Baloxavir Impurity 31;Baloxavixate Impurity 4;Baloxavir Marboxil Impurity 2;4-oxo-3-phenylmethoxypyran-2-carboxylic acid;3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid;4-Oxo-3-(benzyloxy)-4H-pyran-2-carboxylic acid;Pinacol 1 - (1-ethoxyethyl) - 4-pyrazole borate;4-Oxo-3-(phenylmethoxy)-4H-pyran-2-carboxylic acid;4H-Pyran-2-carboxylic acid, 4-oxo-3-(phenylmethoxy)-
- CBNumber:
- CB42718404
- Molecular Formula:
- C13H10O5
- Molecular Weight:
- 246.22
- MDL Number:
- MFCD22741607
- MOL File:
- 119736-16-2.mol
- MSDS File:
- SDS
| Boiling point | 487.5±45.0 °C(Predicted) |
|---|---|
| Density | 1.39±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| pka | 2.00±0.20(Predicted) |
| form | Solid |
| color | White |
| InChI | InChI=1S/C13H10O5/c14-10-6-7-17-12(13(15)16)11(10)18-8-9-4-2-1-3-5-9/h1-7H,8H2,(H,15,16) |
| InChIKey | KJSJBKBZMGSIPT-UHFFFAOYSA-N |
| SMILES | C1(C(O)=O)OC=CC(=O)C=1OCC1=CC=CC=C1 |
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | O858450 | 4-Oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylicAcid | 119736-16-2 | 250mg | $580 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FB167699 | 3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid | 119736-16-2 | 100g | $700 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FB167699 | 3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid | 119736-16-2 | 25g | $300 | 2021-12-16 | Buy |
| American Custom Chemicals Corporation | CHM1554642 | 3-(BENZYLOXY)-4-OXO-4H-PYRAN-2-CARBOXYLIC ACID 95.00% | 119736-16-2 | 5MG | $500.92 | 2021-12-16 | Buy |
| AK Scientific | 7515CZ | 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylicacid | 119736-16-2 | 5g | $119 | 2021-12-16 | Buy |
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Chemical Properties,Uses,Production
Uses
4-Oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic Acid is an intermediate in the synthesis of Dolutegravir (D528800), a second generation HIV-1 integrase strand transfer inhibitor.
Uses
There are a variety of preclinical, clinical, and marketed new drugs that contain 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid fragments. As shown in the figure below, several types of drug molecules, as well as the marketed drugs such as dulutevir (GSK1349572) and baloxavir (Baloxavir) contain this important structural fragment.
Synthesis
Add 2-(hydroxymethyl)-3-(benzyloxy)-4H-pyran-4-one (Compound IV) 39.8Kg, dichloromethane (340L) and water (170L) to the reaction kettle to start stirring. Then add sodium bicarbonate (77Kg), sodium bromide (1.6Kg) and 2,2,6,6-tetramethylpiperidine-nitrogen-oxide (TEMPO) (2.3Kg), cool to 5℃, drop Add 10% sodium hypochlorite (340Kg). After the dropwise addition, stir at 5°C for 1 hour. The reaction is completed. Add 30% aqueous sodium thiosulfate solution (242L) and stir for 1 h. Add concentrated hydrochloric acid to adjust pH=4, separate the organic phase, extract the aqueous phase twice with dichloromethane (120L), combine the organic phases, and concentrate under reduced pressure to obtain the crude product. The crude product was recrystallized from acetonitrile to obtain 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid (Compound VI) 32.4Kg, purity 99%, yield 77%. LC-MS: [M+H] + = 247.06, [M] + = 245.05; 1 H NMR (DMSO-d 6 ) δ8.00 (d, J = 5.6 Hz, 1H), 7.17 (s, 5H), 6.34 (d, J = 5.7 Hz, 1H), 4.91 (s, 2H), 2.30 (s, 1H).
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Rochi Pharmaceutical Co.,Ltd. | 21-38751876 +8615000076078 | info@rochipharma.com | China | 431 | 58 |
| Anhui Zhongda Biotechnology Co., Ltd | +8615689548120 | linda@zhongda-biotech.com | China | 193 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52924 | 58 |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40066 | 58 |
| Cangzhou Kangrui Pharma Tech Co. Ltd., | +86-18632776803 +86-13833998158 | cangzhoukangrui@126.com | China | 738 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
| Shandong Huisheng Import & Export Co., Ltd. | +86-13176845580 +86-13176845580 | da@zhongda-biotech.com | China | 232 | 58 |
| Anhui Zhongda Biotechnology Co., Ltd | +8619956560829 | justine@zhongda-biotech.com | China | 286 | 58 |
| Hebei Xinsheng New Material Technology Co., LTD. | +86-16632316109 | xinshengkeji@xsmaterial.com | China | 1085 | 58 |
| Anhui Ruihan Technology Co., Ltd | +8617756083858 | daisy@anhuiruihan.com | China | 973 | 58 |
Related articles
- Preparation of 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
- 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid can be used in drug synthesis as an intermediate.
- Nov 5，2019
View Lastest Price from 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-10-25 | 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
119736-16-2
|
US $40.00 / kg | 1kg | 0.99 | 10 tons | Hebei Yanxi Chemical Co., Ltd. | |
 |
2024-09-20 | Baloxavir Marboxil Impurity 4
119736-16-2
|
US $0.00 / mg | 10mg | 0.98 | 10g | ShenZhen H&D Pharmaceutical Technology Co., LTD | |
 |
2024-09-20 | Baloxavir Marboxil Impurity 4
119736-16-2
|
US $0.00-0.00 / mg | 10mg | 0.98 | 10g | ShenZhen H&D Pharmaceutical Technology Co., LTD |
-
- 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
119736-16-2
- US $40.00 / kg
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
-
- Baloxavir Marboxil Impurity 4
119736-16-2
- US $0.00 / mg
- 0.98
- ShenZhen H&D Pharmaceutical Technology Co., LTD
-
- Baloxavir Marboxil Impurity 4
119736-16-2
- US $0.00-0.00 / mg
- 0.98
- ShenZhen H&D Pharmaceutical Technology Co., LTD