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| | Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Basic information |
| Product Name: | Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester | | Synonyms: | 3-(Methoxycarbonyl)Bicyclo[1.1.1]Pentane-1-Carboxylic Acid(WX120556);Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester;Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, 1-Methyl ester;1,1'-Bicyclo[1,1,1]pentane-1,3-dicarboxylic acid monomethyl ester;112657;3-methoxycarbonylbicyclo[1.1.1]pentane-1-carboxylate;o[1.1.1]pentane-1-carboxyL;Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid 1-Monomethyl Ester | | CAS: | 83249-10-9 | | MF: | C8H10O4 | | MW: | 170.16 | | EINECS: | | | Product Categories: | | | Mol File: | 83249-10-9.mol | ![Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Structure](CAS/GIF/83249-10-9.gif) |
| | Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Chemical Properties |
| Melting point | 138-139 °C(Solv: chloroform (67-66-3); heptane (142-82-5)) | | Boiling point | 272.2±40.0 °C(Predicted) | | density | 1.559±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | powder to crystal | | pka | 4.50±0.40(Predicted) | | color | White to Orange to Green | | InChI | InChI=1S/C8H10O4/c1-12-6(11)8-2-7(3-8,4-8)5(9)10/h2-4H2,1H3,(H,9,10) | | InChIKey | UJZHYIMESNWEQA-UHFFFAOYSA-N | | SMILES | C12(C(OC)=O)CC(C(O)=O)(C1)C2 |
| RIDADR | UN2811 | | HS Code | 2917198090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Usage And Synthesis |
| Uses | Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid, 1-methyl Ester acts as a reagent for the synthesis and in the biopharmaceutical evaluation of imatinib analogs. Also functions as a reagent for the preparation and in biological evaluation of novel bicyclo[1.1.1]pentane-based acidic amino acids as glutamate receptors ligands It is a COVID19-related research product. | | Synthesis | The general procedure for the synthesis of methyl bicyclo[1.1.1]pentane-1-carboxylate-3-carboxylate from oxalyl chloride monomethyl ester and the compound (CAS:35634-10-7) was as follows: first, a solution of [1.1.1]propeller in Et2O (500 mL; 161 mmol, 1 eq.) was prepared independently, along with ethyl chloroacetate (16.3 mL, 177 mmol, 1.1 eq.) solution in Et2O (49.7 mL). The entire reactor was flushed for 5 min using pure Et2O (pump 1: 4.0 mL/min, pump 2: 0.5 mL/min). Subsequently, a solution of reagent (2) was injected at a flow rate of 4.0 mL/min at 0 to -80 °C, followed by a solution of reagent (3) at a flow rate of 0.5 mL/min at room temperature. The photoreactor was placed in an ice bath (volume 58 mL; FEP tube rotated over a lamp). After the reaction mixture left the photoreactor, it was quenched using an alkaline aqueous solution of NaOH, KOH, NaHCO3, or KHCO3. After vigorous stirring for 2 h, the aqueous layer was separated and acidified to pH = 1. Subsequently, the mixture was extracted with DCM (3 × 500 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to afford 3-(methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid (9, 17.5 g, 103 mmol, 63% yield), the product being a pale yellow solid. | | References | [1] Patent: WO2017/157932, 2017, A1. Location in patent: Page/Page column 27 |
| | Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Preparation Products And Raw materials |
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