Category: 134272-64-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

(SPDB-Ala-Gly-Gly)2-Lys-P-Ala-ONHS (22 mg, 0.020 mmol) was dissolved in anhydrous dimethyl formamide (400 mu) to which was added DM4 (30 mg, 0.038) with magnetic stirring. After 2 min deionized water (20 mu) was added then after 15 min diisopropylethyl amine (10 mu, mmol) and H2N-(CH2)2-Mal HC1 salt (3.7 mg, 0.022 mmol) were added. After an additional 30 min, sample was injected directly onto a 19 mm x 150 mm C18 HPLC column eluting with deionized water containing 0.2% formic acid with a 5-95% linear acetonitrile gradient. Flow rate was 20 mL/min. Fractions containing pure desired product were combined and frozen then lyophilized to give 19 mg (38% yield) of product as a white solid. MS [M + Na]+ calcd.2491.0; found 2491.3., 134272-64-3

The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; WIDDISON, Wayne, C.; CHARI, Ravi, V.J.; WO2014/194030; (2014); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5-dioxopyrrolidin-l- yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo-SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2- aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + D+., 134272-64-3

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; KOVTUN, Yelena; TAVARES, Daniel; RUI, Lingyun; CHITTENDEN, Thomas; (386 pag.)WO2017/4026; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of NHS ester, 7a (5 mg, 4.82 muiotaetaomicron) and l-(2-aminoethyl)-lH-pyrrole- 2,5-dione hydrochloride (1.7 mg, 9.64 muiotaetaomicron) in anhydrous dichloromethane (200 ) was added DIPEA (1.512 mu, 8.68 muiotaetaomicron) under nitrogen. The mixture was stirred at room temperature for 4 hours and then concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, compound D7 (3.5 mg, 68% yield). LCMS = 4.61 min (15 min method). MS (m/z): 1062.8 (M + 1)+.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; YODER, Nicholas, C.; BAI, Chen; MILLER, Michael, Louis; (179 pag.)WO2017/4025; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reaction of commercially available Boc-Gly-Gly-Gly-OH (compound 8) with Nhydroxyxuccinimide and EDC coupling agent affords compound 9. Reaction of compound 9 with 1-(2-aminoethyl)-maleimide HC1 in the presence of a base such as diisopropyl ethyl amine (DIPEA) followed by Boc deprotection with HC1 in methoxymethyl ether gives compound 10. Reaction of compound 10 with glutamic anhydride gives compound 11. Reaction of compound 11 with DM? using EDC as coupling agent will give the desired product compound 12.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; WIDDISON, Wayne, C.; WO2014/134457; (2014); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(DM 1 -GMB- Ala-Gly-Gly)2-Lys-b-Ala-OH (5.3 mg, 0.0022 mmol) was dissolved in anhydrous dimethylformamide (0.25 mL) to which was added EDC (2.0 mg, 0.014 mmol). After 2 min 2-amino-ethyl-maleimide HC1 salt (1 mg, 0.0057 mmol) was added and the solution was stirred at room temperature for 15 min. The reaction mixture was purified by HPLC on a XB-C18 21.2×150 mm, 5muiotaeta column with a flow rate of 21.2mL/min. eluting with deionized water containing 0.1% formic acid using a gradient of acetonitrile 5% for 4 min then a linear gradient of 5% – 95% over 17 min. Fractions containing desired product were combined, frozen and lyophilized to give 2 mg (35 % yield) of white solid. MS [M + Na]+ calcd. 2537.0; found 2537.3.

134272-64-3, As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; WIDDISON, Wayne, C.; CHARI, Ravi, V.J.; WO2014/194030; (2014); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3 3-((Bis((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)amino)-phosphoryl)-amino)propanoic acid (8) N-2-ethyl-malimide hydrochloride salt (2.0 g, 11.32 mmol) in THF (100 ml) cooled at -78 C. was added phosphoryl trichloride (0.86 g, 5.66 mmol). After stirred at -78 C. for 1 h, the mixture was added triethylamine (1.0 g, 9.90 mmol) and the resulting solution was stirred at RT for 3 h to generate bis(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)-phosphoramidic chloride (7). Then 3-aminopropanoic acid (0.51 g, 5.70 mmol) in the mixture of THF/H2O (2:1, 30 ml) and triethylamine (1.51 g, 14.90 mmol) was added to the solution. The resulting mixture was stirred at 35 C. for 3 h, concentrated under vacuum and purified on the SiO2 column eluted with H2O/CH3CN (1:20?1:10) to afford the title compound 8 (1.47 g, 63% yield). ESI MS m/z-C15H19N5O7P (M-H), cacld. 412.11. found 412.20.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUZHOU M-CONJ BIOTECH CO., LTD; Zhao, Robert Yongxin; US2015/284416; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo- SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2-aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H20). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + 1)+.

134272-64-3, As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; CHITTENDEN, Thomas; DECKERT, Jutta; HICKS, Stuart, William; LAI, Katharine, C.; PARK, Peter, U.; RUI, Lingyun; TAVARES, Daniel, J.; KOHLI, Neeraj; (274 pag.)WO2018/129029; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl [22-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4,21-dioxo-7,10,13,16-tetraoxa-19-thia-3,22-diazapentacosan-25-yl]carbamate 21.0 mg (0.03 mmol) of 9-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-2,2-dimethyl-4,10-dioxo-3,15,18,21,24-pentaoxa-12-thia-5,9-diazaheptacosan-27-oic acid (Intermediate C17) and 5.8 mg (0.0.3 mmol) of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1) were initially charged in 1.0 ml of acetonitrile, and 26.1 mg (0.20 mmol) of N,N-diisopropylethylamine and 20.9 mg (0.03 mmol) of T3P (50% in ethyl acetate) were added. The mixture was stirred at RT overnight. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate: 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 19.7 mg (79% of theory) of the title compound. LC-MS (Method 1): Rt=1.42 min; MS (ESIpos): m/z=835 [M+H]+.

134272-64-3, As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the NHS ester, compound 6a (12.3 mg, 0.011 mmol) and N-(2-aminoethyl)maleimide hydrochloride (2.0 mg, 0.011 mmol) in anhydrous dichloromethane (0.3 mL) was added DIPEA (0.0022 mL, 0.013 mmol). The mixture was stirred at room temperature for 3 hours then it was stripped under reduced pressure. The residue was purified by semi-preparative reverse phase HPLC (CI 8 column, CH3CN/H2O). The fractions that contained pure product were combined, frozen and lyophilized to give the desired maleimide, compound D6 (10 mg, 80% yield). LCMS = 8.3 min (15 min method). MS (m/z): 1181.8 (M + 1)+.

134272-64-3, 134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; IMMUNOGEN, INC.; MACROGENICS, INC.; HICKS, Stuart William; YODER, Nicholas C.; BARAT, Bhaswati; BONVINI, Ezio; DIEDRICH, Gundo; JOHNSON, Leslie S.; LOO, Deryk; SCRIBNER, Juniper A.; (260 pag.)WO2018/119196; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo- SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2-aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + 1)+.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MACROGENICS, INC.; HICKS, Stuart William; YODER, Nicholas C.; BARAT, Bhaswati; BONVINI, Ezio; DIEDRICH, Gundo; JOHNSON, Leslie S.; LOO, Deryk; SCRIBNER, Juniper A.; (260 pag.)WO2018/119196; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem