| Identification | Back Directory | [Name]
ethyl 2-(oxetan-3-ylidene)acetate | [CAS]
922500-91-2 | [Synonyms]
Ethyl 2-(oxetan-3-ylidene...
Ethyl 3-Oxetanylideneacetate
Ethyl oxetan-3-ylideneacetate
ethyl 2-(oxetan-3-ylidene)acetate
oxetan-3-ylidene-acetic acid ethyl ester
Heterocyclic butane-3-methylacetate ethyl
Acetic acid, 2-(3-oxetanylidene)-, ethyl ester | [Molecular Formula]
C7H10O3 | [MDL Number]
MFCD12755197 | [MOL File]
922500-91-2.mol | [Molecular Weight]
142.15 |
| Chemical Properties | Back Directory | [Boiling point ]
207℃ | [density ]
1.228 | [Fp ]
78℃ | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [form ]
liquid | [color ]
Colourless to light yellow | [InChI]
InChI=1S/C7H10O3/c1-2-10-7(8)3-6-4-9-5-6/h3H,2,4-5H2,1H3 | [InChIKey]
CVZGHWOZWYWLBL-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)/C=C1\COC\1 |
| Hazard Information | Back Directory | [Uses]
Ethyl 2-(Oxetan-3-ylidene)acetate is a CBL-?B inhibitors which is used in the treatment of cancer. | [Synthesis]
Oxetan-3-one (500 mg, 6.938 mmol) was dissolved in dichloromethane (15.00 mL) at 0 °C, followed by the addition of ethoxycarbonylmethylene triphenylphosphine (2.659 g, 7.632 mmol). The reaction system was slowly warmed to room temperature and stirred continuously for 15 minutes. Upon completion of the reaction, the reaction mixture was filtered through a pad of silica gel (using 30% ethyl acetate/petroleum ether as eluent) and the filtrate was concentrated under reduced pressure to afford ethyl 2-(oxetan-3-ylidene)acetate as a colorless viscous oil (815 mg, 79% yield). [00346] 1H NMR (400 MHz, CDCl3): δ 1.29 (t, 3H), 4.18 (q, 2H), 5.32-5.34 (m, 2H), 5.52-5.54 (m, 2H), 5.64-5.66 (m, 1H) ppm. | [References]
[1] Patent: WO2013/61205, 2013, A2. Location in patent: Page/Page column 67
[2] MedChemComm, 2016, vol. 7, # 10, p. 1925 - 1931
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3227 - 3246
[4] Tetrahedron Letters, 2014, vol. 55, # 28, p. 3805 - 3808
[5] Patent: WO2014/141118, 2014, A1. Location in patent: Page/Page column 42 |
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