Day: September 7, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61363-56-2,2H-Pyran-3,5(4H,6H)-dione,as a common compound, the synthetic route is as follows.

61363-56-2, EXAMPLE 49 4-(3-bromo4-methylphenyl)-1-methyl-4,9-dihydro-1H-isoxazolo[3,4-b]pyrano[4,3-e]pyridine-3,5(6H,8H)-dione The product from Example 45A (0.11 g, 1 mmol), 4-methyl-3-bromobenzaldehyde (0.2 g, 1 mmol), prepared as described in (Pearson et al., J.Org. Chem.(1958),23,1412-1416) and 2H-pyran-3,5(4H,6H)-dione (0.11 g, 1 mmol) in ethyl alcohol (2 mL) wereheated at 80 C. for 2 days in a sealed tube. The reaction mixture was allowed to cool to ambient temperature and was evaporated under reduced pressure. The residue was chromatographed eluding with 19:0.5:0.5 ethylacetate:formic acid: water to provide the title compound (0.07 g). 1H NMR (300 MHz, DMSO-d6) delta 2.29 (s, 3H), 3.23 (s, 3H), 4.05 (s, 2H), 4.55 (d, 2H), 4.7 (s, 1H), 7.11 (dd, 1H), 7.23 (d, 1H), 7.47 (d, 1H), 10.8 (s, 1H); MS (ESI) m/z 389 (M+H)-; Anal. Calcd for C17H15N2BrO40.0.5C2H60: C, 52.19;H, 4.38; N, 6.76. Found: C, 51.88;H, 3.83; N, 6.34.

61363-56-2 2H-Pyran-3,5(4H,6H)-dione 325287, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Drizin, Irene; Altenbach, Robert J.; Carroll, William A.; US2002/7059; (2002); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1245724-46-2,(S)-Tetrahydro-2H-pyran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.,1245724-46-2

A mixture of Int-8-5 (11 mg, 0.029 mmol), (S)-tetrahydro-2H-pyran-3- amine hydrochloride (7.9 mg, 0.058 mmol) and DIPEA (10 muL, 0.058 mmol) in 1,2- dichloroethane (0.2 mL) was stirred at RT for 10 min. To the mixture, NaBH(OAc)3 (12 mg, 0.058 mmol) and AcOH (3.3 muL, 0.058 mmol) were added. The resulting mixture was stirred RT overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by preparative-TLC (CH2Cl2:MeOH = 95:5) to give Compound 10 yellow solid (9.7 mg, 0.021 mmol). LCMS: (M+1) m/z = 466, 467.

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

85064-61-5, Step 1 : Preparation of (S)-benzyl 1 -(fluoromethyl)-4- ((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-5a,5b,8,8,l la-pentamethyl-l-(prop-l-en- 2-yl)-3a-(2-(tetrahydro-2H-pyran-4-yl)acetamido)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate To a mixture of (S)-benzyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a-amino- 5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)-l-(fluoromethyl)cyclohex-3-enecarboxylate (50 mg, 0.076 mmol) and 2-(tetrahydro-2H-pyran-4-yl)acetic acid (13 mg, 0.091 mmol) in CH2CI2 (1 mL) was added DIPEA (0.05 ml, 0.305 mmol) followed by HATU (44 mg, 0.114 mmol). The solution was stirred at room temperature for 1 h. The reaction mixture was concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel column (20-45percent EtOAc/Hexane) using ELS detector to give the desired product as a solid (quantitative yield). LCMS m/e 782.55 (M+H)+, 4.346 minutes (Method 8). XH NMR (400MHz, CHLOROFORM-d) delta 7.39 – 7.29 (m, 5H), 5.32 (s, IH), 5.21 – 5.14 (m, 2H), 5.12 (d, J=4.5 Hz, IH), 5.10 (s, IH), 4.73 (d, J=1.3 Hz, IH), 4.63 (s, IH), 4.61- 4.56 (m, IH), 4.50 – 4.44 (m, IH), 3.96 (dd, J=11.3, 3.5 Hz, 2H), 3.47 – 3.38 (m, 2H), 2.73 – 2.65 (m, IH), 2.60 (d, J=17.3 Hz, IH), 2.51 (dd, J=12.4, 8.2 Hz, IH), 2.42 (td, J=10.5, 5.3 Hz, IH), 2.19 – 0.92 (m, 32H), 1.70 (s, 3H), 1.01 (s, 3H), 0.97 (s, 3H), 0.90 (s, 3H), 0.88 (s, 3H), 0.85 (s, 3H).

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; SWIDORSKI, Jacob; VENABLES, Brian Lee; SIN, Ny; MEANWELL, Nicholas A.; REGUEIRO-REN, Alicia; HARTZ, Richard A.; XU, Li; LIU, Zheng; WO2015/157483; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14774-36-8,(Tetrahydropyran-3-yl)methanol,as a common compound, the synthetic route is as follows.

[00175] At rt, to a suspension of 4,5-dichloro-3,6-dioxocyclohexa-1 ,4-diene-1 ,2- dicarbonitrile (1 .216 g, 5.356 mmol), TBAB (1 .727 mg, 5.356 mmol) and PPh3 (1 .405 g, 5.356 mmol) in DCM (15 mL) was added a solution of 15.1 (360 mg, 3.151 mmol) in DCM (10 mL) dropwise quickly. After addition, the reaction mixture turned to a brown solution and was stirred at rt for another 1 h. Then it was purified by column chromatography on silica gel (pH=8~9, eluent: PE/EA=10:1) directly to give crude title compound (140 mg, 25%) as a colorless oil., 14774-36-8

As the paragraph descriping shows that 14774-36-8 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; HE, Feng; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (152 pag.)WO2017/149463; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydro-pyran-4-ol (1 eq, 4.9 mmol, 0.5 g) is dissolved in dry DCM (10 ml) under an inert atmosphere of argon. NEt3 (3 eq, 14.69 mmol, 2.047 ml) is then added at 00C, followed by methanesulfonyl chloride (1.1 eq, 5.39 mmol, 0.417 ml) and the reaction mixture is stirred at room temperature overnight. The reaction mixture is quenched with NaHCCh (IM, 3ml) and extracted with DCM. This organic portion is washed with water and brine, dried over MgSCM, filtered and concentrated in vacuo to afford the title compound .

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; WO2009/87212; (2009); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

A mixture of 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(l-((6-(4- chlorophenyl)spiro[3.5]non-6-en-7-yl)methyl)piperidin-4-yl)benzoic acid (200 mg, 0.34 mmol), 3-nitro-4-(((tetrahycko-2H-pyran-4-yl)memyl)amino)benzenesulfonamide (162 mg, 0.52 mmol), EDCI (130 mg, 0.68 mmol), 4-(N,N-dimethylamino)pyridine (63.4 mg, 0.52 mmol) in dichloromethane (15 ml) was stirred at room temperature for overnight, followed by purification by silica gel column chromatography to afford 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(l-((6-(4-chlorophenyl)spiro[3.5]non-6-en- 7-yl)methyl)piperidin-4-yl)-N-((3-nitro-4-(((tetrahydro-2H-pyran-4- yl)methyl)amino)phenyl)sulfonyl)benzamide (170 mg, 57.3 %) as yellow solid. 1H NMR (400 MHz, DMSO-1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Chia, Wei; CHEN, Jianyong; (131 pag.)WO2018/27097; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25850-22-0,2,2-Dimethyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

Step 3 : 6-(3- {[4-(2,2-Dimethyltetrahvdro-2h-pwan-4-yl)-3-oxopiperazm- 1 -yllcarbonvU -4-fluoro benzyl)-4,5-dimethylpyridazin-3(2H)-one trifluoroacetate (JJ3).To a 0.4 M solution containing the intermediate JJ2 (leq) and 2,2-dimethyltetrahydro-2H-pyran- 4-amine (1.5 eq) in MeOH, were added NaBH3(CN) (1.5 eq) and catalytic AcOH. The reaction was heated in a MW apparatus (100 0C , 7 min). After evaporation of the solvent the crude intermediate was dissolved in DMF, then HATU (2 eq) and DIPEA (2 eq) were added and the mixture heated in MW apparatus (120 0C, 10 min). The crude product was purified by preparative RP-HPLC using H2O (0.1% TFA) and MeCN (0.1% TFA) as eluents and the combined fractions were evaporated under reduced pressure to afford the title compound (JJ3). 1H-NMR (300 MHz, DMSO-d6, 300K) delta: 12.65 (IH, bs), 7.36-7.14 (3H, m), 4.79-4.54 (IH, m), 4.20-4.10 (lH,m), 3.95 (2H, s), 3.86-3.50 (4H, m), 3.46-3.14 (3H, m), 1.99 (6H, s), 1.69-1.35 (4H, m) 1.22-1.10 (6H, m). MS (ES). C25H3iFN4O4 required: 470, found 471 (M+H) +.

25850-22-0, The synthetic route of 25850-22-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/63244; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,2-Dimethyltetrahydropyran-4-one (5.Og, 32.0 mmol, see Preparation 3) is solved in methanol (4.7 ml) and carbon disulfide (4.7 ml, 48.8 mmol) is added in one portion. Malononitrile (2.6g, 39.0 mmol) is added portionwise and, finally, triethylamine (1.95 ml). The reaction mixture is stirred at room temperature for 48h. An orange precipitate is formed, which is filtered (3.9Og) and is consistent with the desired compound. From the liquid phase, 0.89g more of 6-amino-3,3-dimethyl-8-thioxo-4,8- dihydro-1H,3H-thiopyrano[3,4-c]pyran-5-carbonitrile were isolated by flash chromatography, eluting first with CH2CI2 and next with the mixture of solvents CH2CI2: MeOH 98:2. Yield= 48%. 1H NMR (200 MHz, CDCI3) delta ppm 1.30 (s, 6 H), 2.62 (s, 2 H), 4.66 (s, 2 H), 7.91 (s, 2 H)

1194-16-7, 1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; ALMIRALL PRODESFARMA, S.A.; WO2006/58723; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80 mg (0.38 mmol) of Example 11 B were dissolved in 1 ml_ of absolute ethanol, 262 mg (1.52 mmol) of ethyl tetrahydropyran-4-yl-acetate, and 45.1 mg (1.10 mmol) of sodium hydride (60 % suspension in mineral oil) were added. The reaction mixture was heated to 1500C for 40 min in a microwave oven. Cooling to 200C was followed by evaporation of the solvent under reduced pressure. The residue was treated with water (10 ml_), acidified with HCI (10 % in water) and extracted two times with dichloromethane (2 ml_). The organic layer was dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. The residue was triturated with ether to give 65 mg (53.7 %) of the product as a white solid.HPLC-MS (Method Grad_C8_NH4COOH): Rt: 1.89 minMS (ESI pos): m/z = 319 (M+H)+.

103260-44-2, The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/121919; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-18-7,4-Iodotetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

NEt3 (1. 3mL, 9. 0MMOL) and 4-iodotetrahydropyran (1.93g, 9. 0MMOL) were added to a stirred solution of ethyl (4-MERCAPTOPHENYL) acetate (1. 21g, 6. 0mmol) in anhydrous DMF (LOML) at 0 C. The mixture was allowed to warm to room temperature over 3d, then the solvents were removed under reduced pressure. The residue was partitioned between Et20 (LOOML) and saturated aqueous NH4CL (50ML), the aqueous phase being extracted further with ET20 (45mL). The combined ethereal extracts were washed with H20 (50ML), H20-SATURATED aqueous NA2C03 (1: 1, 50ML), and brine (50ML), before being dried (MGS04). Filtration, solvent evaporation, and flash chromatography (IH-ET20, 10: 1 to 2: 1) afforded the title compound: RF (IH-ET20, 2: 1) =0. 31.

25637-18-7, The synthetic route of 25637-18-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/72031; (2004); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics