| Identification | Back Directory | [Name]
DIMETHYLNORCAMPHORATE | [CAS]
2435-36-1 | [Synonyms]
DIMETHYLNORCAMPHORATE
1,3-Bis(methoxycarbonyl)cycl
Norcamphoric acid, dimethyl ester
1,3-Bis(methoxycarbonyl)cyclopentane
Dimethyl=1,3-cyclopentanedicarboxylate
DIMETHYL CYCLOPENTANE-1,3-DICARBOXYLATE
1,3-diMethyl cyclopentane-1,3-dicarboxylate
1-benzyl-4-(4-methylpiperazin-1-yl)piperazine
1,3-Cyclopentanedicarboxylic acid dimethyl ester
Cyclopentane-1,3-dicarboxylic acid dimethyl ester
1,3-Cyclopentanedicarboxylic acid, 1,3-diMethyl ester | [Molecular Formula]
C9H14O4 | [MDL Number]
MFCD01735429 | [MOL File]
2435-36-1.mol | [Molecular Weight]
186.21 |
| Chemical Properties | Back Directory | [Boiling point ]
241℃ | [density ]
1.135 | [Fp ]
113℃ | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Oil | [color ]
Clear Colourless | [InChI]
InChI=1S/C9H14O4/c1-12-8(10)6-3-4-7(5-6)9(11)13-2/h6-7H,3-5H2,1-2H3 | [InChIKey]
SQFQEQDRLAZVJQ-UHFFFAOYSA-N | [SMILES]
C1(C(OC)=O)CCC(C(OC)=O)C1 |
| Hazard Information | Back Directory | [Uses]
Dimethyl cyclopentane-1,3-dicarboxylate (cas# 2435-36-1) is a useful research chemical, It can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process. | [Synthesis]
A 5-L, 3-neck, roundbottom flask was equipped with a mechanical stirrer, a J-KEM temperature controller, and a reflux condenser. The flask was charged with cyclopentane-l,3-dicarboxylic acid(357 g, 2.262 mol) and methanol (1.75 L). The solution was cooled to 7 °C using anice/water bath. Concentrated sulfuric acid (70 mL) was added dropwise over 30 minresulting in an exotherm up to 12 °C. The reaction mixture was heated to reflux andstirred for 16 h when TLC analysis (10 percent methanol/ethyl acetate) indicated that thereaction was complete. The reaction mixture was concentrated, redissolved in methyl- 179 -ATI-2514175vl tert-butyl ether, and washed with saturated aqueous sodium bicarbonate (2 x 150 mL) and brine (2 x 150 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated. The resulting clear oil was dissolved in hexane (2 L) and treated with a 2 N aqueous sodium hydroxide solution (950 mL) until the pH ~ 10. The layers were separated and the aqueous layer was extracted with hexane (4 x 1 L). The organic layers were combined, dried over sodium sulfate, filtered, and concentrated to provide 360 g (100percent) of dimethyl cyclopentane-l,3-dicarboxylate as a clear oil. | [References]
[1] Patent: WO2012/145569, 2012, A1. Location in patent: Page/Page column 179; 180
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 10, p. 3480 - 3491
[3] Patent: US2018/170931, 2018, A1. Location in patent: Paragraph 0188
[4] Patent: WO2018/112382, 2018, A1. Location in patent: Page/Page column 174
[5] Tetrahedron Letters, 2005, vol. 46, # 18, p. 3201 - 3203 |
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