New learning discoveries about (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A:(3R)-tert-butyl 4-(2-(3-cyano-2,4-difluorophenyl):-2-hydroxyethyl)-3-(hydroxYmethyl)piperazine-1-carboxylateate; 2,6-difluoro-3-( oxiran-2-yl)benzonitrile (3. 70 g, 20.4mmol) and (R)-tert-butyl3-(hydroxymethyl)piperazine-1-carboxylate (6.63 g, 30.6 mmol) weredissolved in ethanol (36.0 mL) then placed in 3-20mL sealed tubes and microwaved at 140C for 1 h. The solvents were evaporated and the combined residue was purified by chromatographythrough a 120g ISCO Redi-sep column with 50% to 100% ethyl acetate/hexane solvent system toyield the title compound LC-MS (IE, m/z): 398 [M +1]+., 278788-66-2

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 278788-66-2

278788-66-2, 278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (prepared as described above for I-17A and I-17B, Method1, Steps A-C) (4.80 g, 27.1 mmol) and (R)-4-N-BOC-2-hydroxymethyl-piperazine (commercially available, e.g. fromAcesys Pharmatech, catalog A1612R; and also described in J. Org. Chem, 2007, 72(22), p. 8591-8592) (8.79g.40.6 mmol) were suspended in EtOH (30mL) and heated in a microwave apparatus at 150 C for 1 h. The reactionmixture was cooled and evaporated to dryness. The residue was purified by chromatography through a 330 g ISCORedi-sep column eluting with ethyl acetate to 5% MeOH/ ethyl acetate gradient to yield the title compound. LC-MS:M+1 = 394;

278788-66-2, 278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of /ert-butyl (3f?)-3-(hydroxymethyl)piperazine-l -carboxylate (80.0 g, 370 mmol, 1.0 eq) in Ethyl acetate (1400 mL) was added NaHCOa (93.2 g, 1.1 1 mol, 43.2 niL, 3.0 eq), H20 (700 mL) and benzyl carbonochloridate (82.0 g, 481 mmol, 68.4 mL, 1.30 eq). The mixture was stirred at 25 C for 12 hour. After completion, the organic phase was separated, washed with water (500 mL x 2) dried over Na2S04 and filtered. The solvent was removed under vacuum to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=40/l to 1/1). The product 1 -benzyl 4-/ert-butyI ( 2R)-2 – (hydroxymethyl)piperazine-l,4-dicarboxylate (85.0 g, 235 mmol, 64% yield, 96% purity) was obtained as a yellow oil. LCMS [ESI, M-99]: 251., 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; MARX, Matthew, Arnold; BLAKE, James, F.; FELL, Jay, Bradford; FISCHER, John, P.; MEJIA, Macedonio, J.; (164 pag.)WO2020/47192; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 278788-66-2

278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

278788-66-2, Step E: tert-butyl (3R)-4-[ 5-cyano-2-fluoro-4-methoxyphenyl)-2-oxoethyl]-3 -(hydroxymethyl)piperazine-1-carboxylate: To a 250 mL flask was added 5-(bromoacetyl)-4-fluoro-2-methoxybenzonitrile (2.00 g, 7.35 mmol), (R)-N-Boc-2-hydroxymethyl-piperazine (3.18 g, 14.7mmol), DIEA (2.57 mL, 14.7 mmol) and THF (50 mL) and stirred at rt for 1 h; LC analysis of the reaction mixture indicated completion of the reaction. The solution was treated with EtOAc(100 mL), washed with brine, dried (Na2S04), filtered and concentrated to dryness. The residuewas then purified over silica gel with the solvent systems of 5% MeOH in DCM to furnish thedesired product. LC/MS: [(M+ l)t =408.

278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 32(R)-4-(2-ChIoro-acetyl)-3-hydroxymethyl-piperazine-l-carboxylic acid tert-butyl esterTo a solution of (i?)-3-hydroxymethyl-piperazine-l-carboxylic acid tert-butyl ester (795 mg, 3.68 mmol) in DCM (20 mL) was added triethylamine (1.53 mL, 11.04 mmol). The resulting mixture was cooled to 0 0C before the dropwise addition of chloroacetyl chloride (325 muL, 4.05 mmol). The mixture was warmed to RT and stirred for 5 h. The reaction mixture was partitioned between a saturated aqueous solution OfNaHCO3 and DCM and the aqueous layer extracted with further DCM. The combined organic fractions were dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography to give the title compound as a colourless oil which was a mixture of rotamers (710 mg, 66%).1H NMR (400 MHz, CDCl3): delta 1.48 (s, 9H), 2.80-2.92 (m, IH), 2.95-3.10 (m, 2H), 3.34-3.44 (m, 1AH), 3.60-3.74 (m, 21Z2H), 3.96-4.16 (m, 31AH), 4.22-4.30 (m, ‘/2H)5 4.32-4.40 (m, Y2H) and 4.63 (bs, VzYi)., 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F.HOFFMANN-LA ROCHE AG; WO2009/53716; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 278788-66-2

278788-66-2, 278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 92A (R)-1-benzyl 4-tert-butyl 2-(hydroxymethyl)piperazine-1,4-dicarboxylate To a stirring mixture of (R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (3.46 g) and triethylamine (4.46 mL) in dichloromethane (160 mL) was added benzyl chloroformate (2.5 mL) and the reaction mixture was stirred at ambient temperature for 15 minutes. The mixture was concentrated onto silica gel and purification by chromatography on a CombiFlash Teledyne Isco system using a Teledyne Isco RediSep Rf gold 120 g silica gel column (eluting with 20-100% ethyl acetate/heptane) provided the title compound. LC/MS (APCI) m/z 351.3 (M+H)+.

278788-66-2, 278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics