5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
- CAS No.
- 764667-64-3
- Chemical Name:
- 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
- Synonyms
- ethylidene);Sitagliptin-9;Sitagliptin Impurity 96;5-(1-Hydroxy-2-(2,4,5-trifluorophenyl);5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)et;5-[1-hydroxy-2-92,4,5-trifluorophenyl0ethylidene]-2,2-dimethyl;5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimeth...;5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione;5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-diMethyl-1,3-dioxane-4,6-dion;1,3-Dioxane-4,6-dione,5-[1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-diMethyl-
- CBNumber:
- CB31120915
- Molecular Formula:
- C14H11F3O5
- Molecular Weight:
- 316.23
- MDL Number:
- MFCD12407134
- MOL File:
- 764667-64-3.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | H971700 | 1g | $185 |
| 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | 59081 | 1g | $650 |
| 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | Z1748 | 1g | $71 |
| 5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 97% | CM181663 | 25g | $153 |
| 5-(1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 97% | CD12035301 | 25g | $166 |
| More product size | |||
| Melting point | 117 °C (decomp) |
|---|---|
| Boiling point | 489.0±45.0 °C(Predicted) |
| Density | 1.462±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| pka | 4.50±1.00(Predicted) |
| form | Solid |
| color | White to Off-White |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione price More Price(5)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | H971700 | 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | 764667-64-3 | 1g | $185 | 2021-12-16 | Buy |
| Medical Isotopes, Inc. | 59081 | 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | 764667-64-3 | 1g | $650 | 2021-12-16 | Buy |
| AK Scientific | Z1748 | 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione | 764667-64-3 | 1g | $71 | 2021-12-16 | Buy |
| Chemenu | CM181663 | 5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 97% | 764667-64-3 | 25g | $153 | 2021-12-16 | Buy |
| Crysdot | CD12035301 | 5-(1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 97% | 764667-64-3 | 25g | $166 | 2021-12-16 | Buy |
5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione Chemical Properties,Uses,Production
Chemical Properties
White to Off-white Solid.
Uses
5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione is an impurity of the DPP-IV inhibitor Sitagliptin (S491000).
Application
5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene] is an intermediate for the synthesis of sitagliptin. Sitagliptin is a new type of anti-type II diabetes drug approved by the FDA and the first dipeptidyl peptidase-IV inhibitor drug for the treatment of type II diabetes.
Synthesis
2033-24-1
209995-38-0
764667-64-3
The general procedure for the synthesis of 5-[1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione from cyclo(isopropylidene)malonate (Meldrum acid) and 2,4,5-trifluorophenylacetic acid is as follows: in a 1000 mL three-necked flask, sequentially add 2,4,5-trifluorophenylacetic acid (25 g , 0.132 mol), Meldrum acid (21 g, 0.145 mol) and 4-dimethylaminopyridine (DMAP, 1.29 g, 0.0011 mol). Acetonitrile (75 mL) was added as a solvent in a single addition at room temperature. Subsequently, N,N-diisopropylethylamine (49.2 mL, 0.283 mol) was added as a one-time addition while keeping the reaction temperature below 40 °C. Next, pivaloyl chloride (17.8 mL, 0.145 mol) was slowly added dropwise over a period of 1 to 2 hours and the temperature was controlled to not exceed 40 °C. After the dropwise addition, the reaction mixture was stirred at 45-50 °C for 2-3 hours and then cooled to 0 °C. Over a period of 1 hour, 1N HCl (300 mL) was added slowly and dropwise to induce crystallization of the Meldrum acid adduct. The product was collected by filtration and washed with 20% aqueous acetonitrile. After drying, 36.5 g of Meldrum acid adduct was obtained in 88% yield. The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3) and 13C-NMR (100 MHz, CDCl3).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2622 - 2628
[2] Journal of the American Chemical Society, 2004, vol. 126, # 40, p. 13002 - 13009
[3] Journal of the American Chemical Society, 2009, vol. 131, # 25, p. 8798 - 8804
[4] Patent: WO2004/83212, 2004, A1. Location in patent: Page 11-12
[5] Patent: CN107501112, 2017, A. Location in patent: Paragraph 0061; 0062; 0063; 0064
5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21590 | 55 |
| Anqing Chico Pharmaceutical Co., Ltd. | 15380796838 | chloewu@chicopharm.cn | CHINA | 340 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29819 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
| SIMAGCHEM CORP | +86-5922680277 +86-13806087780 | sale@simagchem.com | China | 17346 | 58 |
| AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15082 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52705 | 58 |
| Hangzhou Huarong Pharm Co., Ltd. | 571-86758373 +8613588754946 | sales@huarongpharm.com | CHINA | 3148 | 58 |
| sgtlifesciences pvt ltd | +8617013299288 | dj@sgtlifesciences.com | China | 12373 | 58 |
View Lastest Price from 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2023-05-31 | 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
764667-64-3
|
US $30.00-28.00 / Kg | 1Kg | 99.0% up | 50 tons per month | Xinxiang Hongqi District Houyuan Trading Co.,Ltd | |
 |
2019-09-03 | 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
764667-64-3
|
US $7.00 / KG | 1KG | 99% | JD 714 | Career Henan Chemical Co |
-
- 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
764667-64-3
- US $30.00-28.00 / Kg
- 99.0% up
- Xinxiang Hongqi District Houyuan Trading Co.,Ltd
-
- 5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
764667-64-3
- US $7.00 / KG
- 99%
- Career Henan Chemical Co
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