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[ CAS No. 20882-04-6 ] {[proInfo.proName]}

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Chemical Structure| 20882-04-6
Chemical Structure| 20882-04-6
Structure of 20882-04-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 20882-04-6 ]

CAS No. :20882-04-6 MDL No. :MFCD00274302
Formula : C10H14O6 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 230.21 Pubchem ID :-
Synonyms :

Safety of [ 20882-04-6 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 20882-04-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 20882-04-6 ]

[ 20882-04-6 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 868-77-9 ]
  • [ 108-30-5 ]
  • [ 20882-04-6 ]
YieldReaction ConditionsOperation in experiment
100% With 4-methoxy-phenol at 90℃; for 18h;
100% With 4-methoxy-phenol In neat (no solvent) at 90℃; for 18h; Inert atmosphere; Sealed tube; 10 gm of 2-hydroxyethylmethacrylate, 7.7 gm of succinic anhydride and 50 mg of hydroquinone monomethyl ether were added into a 50m1 flask with a stir bar. The flask was purged with argon, sealed and heated to 90 C with stifling for 18 hours. The flask was cooled to RT to afford 4-(2-(methacryloyloxy)ethoxy)-4-oxobutanoic acid in quantitative yield.
95% With pyridine; dmap In tetrahydrofuran at 20 - 40℃; for 24h; Schlenk technique; Inert atmosphere;
  • 2
  • [ 2451-62-9 ]
  • [ 20882-04-6 ]
  • [ 1338495-92-3 ]
YieldReaction ConditionsOperation in experiment
Stage #1: teroxirone; 2-methacryloyloxyethyl hydrogen succinate With triphenylphosphine at 100℃; for 5h; Stage #2: With triphenylantimony at 100℃; for 3h; 13 Example 13 - Dental AdhesivePreparation of THPICTHSTHPICTHS was prepared from trigylcidyl isocyanurate and mono-(2- methacryloxyethyl)succincate as described in U.S. Provisional Application Serial No.by reference.
  • 3
  • [ 65-85-0 ]
  • [ 2451-62-9 ]
  • [ 20882-04-6 ]
  • THPICDHSB [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: benzoic acid; teroxirone; 2-methacryloyloxyethyl hydrogen succinate With triphenylantimony at 100℃; for 5h; Stage #2: With triphenylphosphine at 100℃; for 3h; Preparation of THPICDHSI3 General procedure: A sample of HEMA phthalate made according to the procedure described above for THEICTHP was purified from the DMAP catalyst by dissolving in ethylacetate/hexanes 2:1then extracting with 1 .N HC1 then washing with water followed by brine. The acid was concentrated then used in making THPICTHP.HEMA-phthalate (135 g, 0.486 mol) was charged into a 250 ml 3-neck flask equipped with a mechanical stirrer, athermocouple connected to a temperature controller, a dry air stream running through a T- shape connection into the reactor then to an oil bubbler, and a heating mantle. Triphenylanti0mony(1 .4 g)was added andthe mixture was heatedto 1000 C. Tris-epoxypropyl isocyanurate (57.15 g, 0.172 mol) was added in small increments over 1 hour. After complete addition, heating at 100 was resumed for 4 hours. Triphenylphosphine (0.360 g) was added and heating at 100 was continued for another 3 hours. The heat was turned off and the obtained viscous liquid was collected in quantitative yield.Refractive index was measured and found to be 1.5365. By use of NMR the liquid was determined to be the product shown is the following reaction scheme. The calculated molecular weight of the depicted end product was determined to be 1131 g/mole. The calculated molecular weight of the linking group was determined to be 250 g/mole. THPICDHSI3 was prepared in a manner similar to that of THPICTHS using trigylcidyl isocyanurate (34.4 g, 0.114 mol), two equivalent mono-(2-methacryloxyethyl)succinate (50.22 g, 0.22 mol) and one equivalent benzoic acid (14.4 g, 0.11 mol). The structure was confirmed by NMR. The calculated molecular weight of the depicted end product was determined to be 879 g/mole. The calculated molecular weight of the linking group was determined to be 202 g/mole.
  • 4
  • [ 5332-26-3 ]
  • [ 20882-04-6 ]
  • (1,3-dioxoisoindolin-2-yl) methyl 2-(methacryloyloxy)ethyl succinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With triethylamine; In N,N-dimethyl-formamide; at 65℃; for 1.25h;Inert atmosphere; By preheating the internal reactor is sufficiently dried, after substituting dry nitrogen, into the reactor, 4-[ (2-methacryloyloxy) halogenoethoxy]-4-aminobutyric oxopiperidine 11. 51g (0. 05mol), triethylamineborane 6. 07g (0. 06mol), dimethyl formamide (DMF) 150 ml is added. By heating the oil bath 65 °C, while stirring, N-(bromomethylbiphenyl) tetrafluorophthalimide 12. 00g (0. 05mol) dissolved in 15 minutes to DMF100mL is added. After the first period, by distilling evaporator DMF, residue extracted with ethyl acetate is obtained. The extract is washed with water to 3 times, then the saturated aqueous solution of sodium bicarbonate, saturated saline successively washed, dried with sodium sulfate (desiccant). Furthermore, after the drying agent is then filtered by a Buchner funnel, distilling organic solvent. In this way, the eq. (M-20) shown (1, 3-dioxo isoindolin-2-yl) methyl 2-(methacryloyloxy) ethyl succinate (13. 95g (yield 72percent))is obtained.
  • 5
  • [ 16255-50-8 ]
  • [ 20882-04-6 ]
  • [ 1269794-13-9 ]
YieldReaction ConditionsOperation in experiment
1.2 g 2.5 gm of 4-(2-(methacryloyloxy)ethoxy)-4-oxobutanoic acid was slowly added via syringe to a flask containing 25 ml of anhydrous DMF containing 1.5 gm of K2C03 and 160 mg of tetra-n-butyl ammonium iodide. The solution was stined at RT for 15 minutes. 1.1 gm of 1 ,4-bis(chloromethyl)-2-nitrobenzene was added in one portion, and the flask was resealed and stined under argon at RT for 18 hours. The crude mixture was poured into a separatory funnel containing 250 ml of EtOAc, and the organic layer was washed 5x with water, lx with sat. NaHCO3 lx, brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to afford crude material. Flash chromatography eluting with 0-50% EtOAc/hexanes afforded 1.2 gm of pure bis(2-(methacryloyloxy)ethyl) 0, O-((2-nitro- 1 ,4-phenylene)bis(methylene)) disuccinate, as a pale yellow liquid.
  • 6
  • [ 109-00-2 ]
  • [ 20882-04-6 ]
  • C15H17NO6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 23℃; 3 Synthesis of Compound [MA7] The compound [MA7-1] (20.00 g, 86.9 mmol) was added to a 200 mL four-necked flask,4-Hydroxypyridine (8.26 g,86.9 mmol), EDC (20.00 g, 104 mmol), DMAP (1.06 g, 8.7 mmol), and THF (80 g) were reacted at 23°C.Trace the reaction by HPLC and confirm the end of the reactionThe reaction solution was poured into distilled water (800 mL),Ethyl acetate (500 mL) was added and the aqueous layer was removed by liquid separation.After washing the organic layer with distilled water (300 mL) three times,The organic layer was dried over magnesium sulfate.After filtering,Distill the solvent with an evaporator,23.1 g of compound [MA6] was obtained as an oily compound (yield 87%).
  • 7
  • [ 609-23-4 ]
  • [ 20882-04-6 ]
  • C16H15I3O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; dicyclohexyl-carbodiimide In diethyl ether at 20℃; for 24h; Inert atmosphere; lodinated monomer 2: M3lext 2,4,6-Triiodophenol (1 eq.) and the spacer mono-2- (methacryloyloxy)ethylsuccinate (MES) (1.2 eq.) in diethyl ether (about 300 ml for 10 g of 2,4,6-triidophenol) were dissolved in a round-bottom flask. The solution was maintained under stirring and under nitrogen atmosphere. On one hand, DCC (1.2 eq.) and DMAP (0.2 eq.) were dissolved in the same solvent and incorporated drop-wise into the reaction under constant stirring at room temperature and under nitrogen atmosphere. (0114) The reaction mixture was maintained under constant stirring for 24 hours. After this time elapsed, the reaction mixture was filtered to remove DCU which precipitates during the reaction. (0115) The organic phase was subsequently washed 3 times with solutions of NaOH (0.1 N) and HCI (0.1 N). The organic phase was then washed 3 times with a saturated solution of NaHCOs and with water. The resulting mixture was dried with anhydrous Na2S04, filtered, and the solvent was removed under reduced pressure
  • 8
  • [ 68392-35-8 ]
  • [ 20882-04-6 ]
  • C36H41NO7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
96.02% Stage #1: 2-methacryloyloxyethyl hydrogen succinate With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 4-hydroxytamoxifen In dichloromethane for 16h; 3 4-Hydroxytamoxifen-SMA monomer To a solution of mono-2-(methacryloyloxy)ethyl succinate (SMA) 414 mg (1.8 mmol) in 50 mL anhydrous CH2Cl2 at 0° C., was added N-(3-dimethylaminopropyl)-N′-ethylcarbodimide hydrochloride (EDCI.HCl) 575 mg (3.0 mmol) and N,N-dimethylpyridin-4-amine (DMAP) 220 mg (1.8 mmol). After stirring the reaction mixture at 0° C. for 15 minutes and at room temperature for 15 minutes, 4-hydroxytamoxifen 465 mg (1.2 mmol) was added as solid and the stirring was continued for 16 h. After evaporation of the solvent under reduced pressure, the resulting crude product was purified by silica gel column chromatography using methanol/dichloromethane/triethylamine (10/89.5/0.5) as column eluent. Yield=691 mg (96.02%) (data not shown).
96.02% Stage #1: 2-methacryloyloxyethyl hydrogen succinate With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 4-hydroxytamoxifen In dichloromethane for 16h; 2 4-Hydroxytamoxifen-SMA Monomer: To a solution of mono-2-(methacryloyloxy)ethyl succinate (SMA) 414 mg (1.8 mmol) in 50 mL anhydrous CH2Cl2 at 0° C., was added N-(3-dimethylaminopropyl)-N′-ethylcarbodimide hydrochloride (EDCI.HCl) 575 mg (3.0 mmol) and N,N-dimethylpyridin-4-amine (DMAP) 220 mg (1.8 mmol). After stirring the reaction mixture at 0° C. for 15 minutes and at room temperature for 15 minutes, 4-hydroxytamoxifen 465 mg (1.2 mmol) was added as solid and the stirring was continued for 16 h. After evaporation of the solvent under reduced pressure, the resulting crude product was purified by silica gel column chromatography using methanol/dichloromethane/triethylamine (10/89.5/0.5) as column eluent. Yield=691 mg (96.02%). This synthesis protocol is illustrated schematically in FIG. 13A. An exemplary 1H-NMR spectrum of 4-hydroxytamoxifen-SMA monomer is shown in FIG. 13B. An exemplary ESI-Mass spectrum of 4-hydroxytamoxifen is shown in FIG. 13C.
Same Skeleton Products
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