Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 239074-29-4, SDS of cas: 239074-29-4

To a stirred solution of tert-butyl ((1R,4R)-4-(hydroxymethyl)cyclohexyl)carbamate (1.5 g, 0.7 mmol, synthesized via Steps 1-2 of Intermediate K) and 1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl 4-methylbenzenesulfonate (4.74 g, 0.98 mmol, Intermediate X) in THF (30 mL) was added KOH (3.67 g, 65.4 mmol) at rt. The resulting reaction mixture then heated to 60 C. and stirred for 16 h. The reaction mixture was then transferred into ice water and the resulting mixture was extracted using ethyl acetate (3¡Á100 mL). The combined organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using silica gel column chromatography (2% MeOH-DCM) to give tert-butyl ((1R,4R)-4-(18-phenyl-2,5,8,11,14,17-hexaoxaoctadecyl)cyclohexyl)carbamate as a yellow oil (0.92 g, 26%). LC-MS (ESI+) m/z 557.4 (M+18)+.

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Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 117009-97-9, These common heterocyclic compound, 117009-97-9, name is Benzyl 1,4-diazepane-1-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthesis of 4-(1-chloro-8-propoxy-isoquinoline-5-sulfonyl)-[1,4]diazepane-1-carboxylic acid benzyl ester (7) A solution of 1-chloro-8-propoxy-isoquinoline-5-sulfonic acid (5) and 1-chloro-8-propoxy-isoquinoline-7-sulfonic acid (6) (476 mg, 1.58 mmol) in SOCl2 (5 ml) and DMF (0.5 ml) was heated at 80 C for 2 h. The solvent was evaporated. The residue was quenched with H2O and the solution was neutralized (pH = 8) by addition of a saturated NaHCO3 solution. The mixture was extracted with CH2Cl2. The combined organic layers were poured drop wise to a solution of Cbz-homopiperazine (490 mg, 2.09 mmol) in CH2Cl2 (5 ml) at 0 C. The reaction was stirred at 0 C for 2 h. The reaction was washed with water. The organic layers were dried over MgSO4, concentrated and purified by flash chromatography (cyclohexane/EtOAc 10/0 to 8/2) to afford 360 mg (44%) of 4-(1-chloro-8-propoxy-isoquinoline-5-sulfonyl)-[1,4]diazepane-1-carboxylic acid benzyl ester (7) as a yellow oil. 1H NMR (300 MHz,DMSO-d6) delta : 8.37-8.18 (m, 3H), 7.25 (m, 5H), 6.91 (d, J = 8.6 Hz, 1H), 5.02 (s, 2H), 4.13 (t, J = 6.1 Hz, 2H), 3.54-3.46 (m, 4H), 3.36-3.27 (m, 4H), 1.97-1.80 (m, 4H), 1.19 (t, J = 7.1 Hz, 3H).

Statistics shows that Benzyl 1,4-diazepane-1-carboxylate is playing an increasingly important role. we look forward to future research findings about 117009-97-9.

Reference:
Patent; Sygnis Bioscience GmbH & Co. KG; EP2332917; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 459817-82-4

Step 1: tert-butyl (2-(2-bromo-4-chloropyridin-3-yl)ethyl)carbamate. 94-1 To a stirred solution of LDA (5.98 mmol) in THF (50 mL) 2-bromo-4-chloropyridine (1.0 g, 5.20 mmol) was added at -70 C. and the resulting solution was stirred at -70 C. for 1 h. Then a solution of tert-butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (1.39 g, 6.24 mmol) in THF (20 mL) was added at -70 C. and the reaction mixture was stirred for 3 h. Saturated aqueous NH4Cl solution was added at -70 C. and the mixture was allowed to warm to RT. The mixture was extracted with AcOEt (2*). The combined organic layers were washed with brine, dried with sodium sulfate, filtered and the solvent was removed under reduced pressure. The crude product was purified by flash-column chromatography over silicagel (Biotage Isolera One, eluent: gradient from 2% MeOH in DCM to 13% MeOH in DCM in 12 min) to yield the title compound as a white solid (1.36 g). UPLC-MS: MS 335.1 (M+H+); UPLC rt 1.06 min.

According to the analysis of related databases, 459817-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BEHNKE, Dirk; CARCACHE, David; ERTL, Peter; KOLLER, Manuel; ORAIN, David; US2014/57902; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 33045-52-2, name is Methyl 2-methoxy-5-sulfamoylbenzoate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 33045-52-2, HPLC of Formula: C9H11NO5S

Methyl 2-methoxy-5-sulfamoylbenzoate(4.91g, 20mmol) was dissolved in methanol(30mL). 2N Aqueous sodium hydroxide(30mL, 60mmol) was added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into 2N hydrochloric acid, and the separated solid was filtered to give the title compound(4.55g, 98.3%) as a white solid.1H-NMR(DMSO-d6): delta 3.89(3H, s), 7.30(1H, d, J=8.7Hz), 7.32(2H, s), 7.92(1H, dd, J=8.7, 2.7Hz), 8.09(1H, d, J=2.7Hz), 13.03(1H, br).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1514544; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 25823-52-3, These common heterocyclic compound, 25823-52-3, name is 6,7-Dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthetic Preparation 8 Compound of Formula (Df) A mixture of the compound of formula (De), 8,9-benzo-6,7-dihydro-2H-cyclohepta[c]pyridazin-3(5H)-one, (4.0 g, 19.3 mmol) and POCl3 (20 mL) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated. The residue was poured into a mixture of ice water and sodium bicarbonate, CH2Cl2 (200 mL) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2Cl2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 8,9-benzo-3-chloro-6,7-dihydro-5H-cyclohepta[c]pyridazine, was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCl3) delta: 7.82 (m, 1H), 7.45-7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J=6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+).

The synthetic route of 25823-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rigel Pharmaceuticals, Inc.; US2009/111816; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 35303-76-5, These common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

During DMF (5mL) (S) -4- (3 – ((S) -6- (bis ((1- (2-tert-butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl) amino)-1-tert-butoxy-1-oxo-hexane-2-yl) ureido) -5-tert-butoxy-5-oxo-pentanoic acid(80mg, 0.098mmol), 4- (2- aminoethyl) benzenesulfonamide amide (30mg,0.15mmol), 2- (1-H-7- aza-benzotriazol-1-yl) -1,1,3,3-hexafluorophosphatetetramethyluronium methane aminium (HATU, 50mg , 0.17 mmol), and was DIPEAsolution containing a (0.50 mL) was stirred overnight at 40 ¡ã C. The solventwas evaporated under reduced pressure, and to produce a residue which was usinga gradient containing 0-20percent MeOH in DCM and purified by Biotage SP4, (S) -tert-butyl 6- (bis ( (1- (2-tert- butoxy-2-oxoethyl)-lH-imidazol-2-yl) methyl)amino) -2- (3 – ((S) -1-tert- butoxy-1,5-dioxo – 5-(4-sulfamoyl-phenethyl-amino) pentan-2-yl) ureido) hexane acid (100mg,Resultedin 100percent).

Statistics shows that 4-(2-Aminoethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 35303-76-5.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 880166-10-9,Some common heterocyclic compound, 880166-10-9, name is Methyl 1-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate, molecular formula is C11H19NO4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred suspension of LiAlH4(1.8 g, 46.4 mmol) in dry THF (15 ml), was slowly added a solution of methyl l-((tert-butoxycarbonyl)amino)cyclobutane-l-carboxylate (step 1, 5.32g, 23.2 mmol) in THF (15 ml) at 0 C. The reaction mixture was brought to room temperature and stirred for about 3 hours. After completion of the reaction (monitored by TLC), the reaction mixture was quenched by the sequential addition of 1.8 mL of H20, 5.4 mL of 15% aq. NaOH and 5.4 mL of H20. The mixture was then poured into EtOAc (100 ml) and stirred for about 30 minutes. The reaction mixture was filtered through celite, dried over Na2S04and concentrated under reduced pressure. The product was isolated by flash column chromatography on silica gel using (EtOAc: hexane-70:30) to give the desired product (3.7 g, yield: 80%) as an oil. 1H NMR (300 MHz, DMSO-d6): delta 6.62 (s, 1H), 4.67 (t, J = 5.4 Hz, 1H), 3.41 (d, J = 5.4 Hz, 2H), 2.22-2.09 (m, 2H), 2.01-1.90 (m, 2H), 1.65-1.57 (m, 2H), 1.36 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate, its application will become more common.

Reference:
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; ADULLA, Panduranga Reddy; GAZULA LEVI, David Krupadanam; MUKKERA, Venkati; NEELA, Sudhakar; LANKA, Vl Subrahmanyam; (170 pag.)WO2017/17630; (2017); A1;,
Amide – Wikipedia,
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Synthetic Route of 123986-64-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 123986-64-1, name is tert-Butyl 4-(hydroxymethyl)benzylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 281,1-Dimethylethyl [(4-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]carbamate; A solution of 5-chloro-N-[(5-chloro-2-thienyl)sulfonyl]-N-[4-(methyloxy)-1 H-indazol-3-yl]-2-thiophenesulfonamide (for a preparation see Intermediate 10)(400 mg, 0.763 mmol), triphenylphosphine (400 mg, 1.52 mmol) and 1,1-dimethylethyl{[4-(hydroxymethyl)phenyl]methyl}carbamate (Maybridge) (362 mg, 1.52 mmol) in THF (3 mL) was added at room temperature DIAD (0.300 mL, 1.52 mmol). The resulting mixture was stirred at 65 C. for 3 hours. The reaction mixture was partitioned between DCM (3 mL) and water (3 mL). The organic phase was separated, and the aqueous layer was further extracted with DCM (3 mL). The combined organic solutions were dried over an hydrophobic frit and evaporated under a nitrogen stream in a blowdown unit. The residue was loaded in dichloromethane on a silica (50 g) cartridge and purified by chromatography on Flashmaster II using a gradient of 0-100% dichloromethane-cyclohexane over 40 min. The appropriate fractions were combined and evaporated in vacuo to give the title compound (498 mg, 88%) as a gum.LCMS (System A) RT=1.48 min, ES+ve m/z 760/762 (M+NH4)+.

The synthetic route of tert-Butyl 4-(hydroxymethyl)benzylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hodgson, Simon Teanby; Lacroix, Yannick Maurice; Procopiou, Pauayiotis Alexandron; US2010/216860; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of tert-Butyl (trans-4-hydroxycyclohexyl)carbamate

(1) To a solution of tert-butyl(trans-4-hydroxycyclohexyl)carbamate (1.08 g, 5.00 mmol) and 15-crown 5 (1.04 mL, 5.25 mmol) in tetrahydrofuran was added sodium hydride (60% dispersion in mineral oil, 440 mg, 11.0 mmol) at 0 C., followed by iodomethane (0.327 mL, 5.25 mmol) at 0 C. After being stirred for 2 hour, the reaction mixture was poured into water. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, died over sodium sulfate, filtrated and concentrated in vacuo. The residue was purified by silica gel column chromatography to give tert-butyl(trans-4-methoxycyclohexyl)carbamate as a colorless solid (796 mg, 69%). MS (APCI): m/z 247 (M+NH4), 230 (M+H).

The synthetic route of 111300-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kawanishi, Eiji; Matsumura, Takehiko; US2011/160206; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 67341-01-9, These common heterocyclic compound, 67341-01-9, name is tert-Butyl (2-hydroxy-1-phenylethyl)carbamate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

N-Boc-D-phenylglycinol (5.0 kg), triethylamine (3.55 L), and dimethylformamaide (10.54 L) were charged to a reactor, agitated, and the mixture was cooled to 0 0C. Methanesulfonyl chloride (1.79 L) was charged through a dip-tube while maintaining the temperature below 5 0C. After completion of the reaction, acetone (15.0 L) was charged to the reactor while maintaining temperature below 5 0C. Water (12.0 L) was charged to the mixture over 3 hr, maintaining temperature below 5 0C, during which time crystallization occurred. An additional portion of water (18 L) was added while maintaining the temperature below 5 0C. The mixture was filtered and the cake was washed with 2:1 (v/v) water: acetone three times (2 x 10 L, 1 x 6600 L) and dried between 25- 40 0C under vacuum to provide methanesulfonic acid (S)-3-tert- butoxycarbonyl-amino-3-phenyl-propyl ester Id (6.278 kg, 94.5% molar yield) as a white solid. LCMS (ESI) m/z 216.0 (M-100(Boc)H+)

Statistics shows that tert-Butyl (2-hydroxy-1-phenylethyl)carbamate is playing an increasingly important role. we look forward to future research findings about 67341-01-9.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2009/62087; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics