1-Ethyl heptanedioate

Monoethyl pimelate is a PROTAC linker, which refers to the alkyl/ether composition. Monoethyl pimelate can be used in the synthesis of (S,R,S)-AHPC-Me-C7 ester, a specific BCL-XL PROTAC degrader[1].

3) A solution of potassium hydroxide (2.6 g, 46.2 mmol) in absolute alcohol (40 mL) was slowly added to diethyl pimelate (10 g, 46.2 mmol) at 50 °C and after addition mixture was stirred for overnight at the same temperature. The reaction was monitored by TLC and after completion of the reaction; mixture was concentrated to yield a white solid. This solid wasthen washed with hexane to give the desired product (9.0 g) as a white solid and used for the next step.Add to a dry 10mL Schlenk reaction tubeEthyl pimelateCompound (94 mg, 0.50 mmol), followed by L3 (23 mg, 0.025 mmol), CuCN (2.2 mg, 0.025 mmol), and THF (1.0 mL) under nitrogen.Propionic anhydride (98 muL, 0.75 mmol), H2SiMePh (76 muL, 0.55 mmol), Reaction at 60 C for 10h. After the reaction is completed, extraction is performed, and the solvent is removed under reduced pressure.Column chromatography (petroleum ether / ethyl acetate = 13/1, volume ratio) to obtain the target product C, Experimental data of this compound: isolated yield 87%General procedure: To a solution of monomethyl esters or monoethyl esters ofglutaric, adipic, pimelic and suberic acid (0.75 mmol) in anhydrousdichloromethane (20 mL) was added hydroxybenzotriazole (HOBt, 0.10 g, 0.75 mmol) and EDCI (0.14 g, 0.75 mmol), the mixture wasstirred at 0 C for 0.5 h. Then 5a or 5b (0.5 mmol) and N, N-diethylpropan-2-amine (DIPEA, 0.13 mL, 0.75 mmol) was added, themixture was stirred at room temperature for 6e24 h. The mixturewas washed with water and brine, dried over Na2SO4, andconcentrated. The residue was purified by silica gel column chromatographyusing petroleum ether/EtOAc (6:1) to afford ester intermediates6aa-6ha with 44e71% yield.General procedure: To a solution of monomethyl esters or monoethyl esters ofglutaric, adipic, pimelic and suberic acid (0.75 mmol) in anhydrousdichloromethane (20 mL) was added hydroxybenzotriazole (HOBt, 0.10 g, 0.75 mmol) and EDCI (0.14 g, 0.75 mmol), the mixture wasstirred at 0 C for 0.5 h. Then 5a or 5b (0.5 mmol) and N, N-diethylpropan-2-amine (DIPEA, 0.13 mL, 0.75 mmol) was added, themixture was stirred at room temperature for 6e24 h. The mixturewas washed with water and brine, dried over Na2SO4, andconcentrated. The residue was purified by silica gel column chromatographyusing petroleum ether/EtOAc (6:1) to afford ester intermediates6aa-6ha with 44e71% yield.General procedure: To a solution of monomethyl esters or monoethyl esters ofglutaric, adipic, pimelic and suberic acid (0.75 mmol) in anhydrousdichloromethane (20 mL) was added hydroxybenzotriazole (HOBt, 0.10 g, 0.75 mmol) and EDCI (0.14 g, 0.75 mmol), the mixture wasstirred at 0 C for 0.5 h. Then 5a or 5b (0.5 mmol) and N, N-diethylpropan-2-amine (DIPEA, 0.13 mL, 0.75 mmol) was added, themixture was stirred at room temperature for 6e24 h. The mixturewas washed with water and brine, dried over Na2SO4, andconcentrated. The residue was purified by silica gel column chromatographyusing petroleum ether/EtOAc (6:1) to afford ester intermediates6aa-6ha with 44e71% yield.General procedure: Compounds 13a and 13b were prepared accordingto reported procedures in the literature35. A mixture of compound 13a (100 mg, 0.207 mmol), Compounds 13a and 13b were prepared accordingto reported procedures in the literature35. A mixture of compound 13a (100 mg, 0.207 mmol),

Molecular Weight:188.22
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:188.10485899
Monoisotopic Mass:188.10485899
Topological Polar Surface Area:63.6
Heavy Atom Count:13
Complexity:165
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes