Tag: 85064-61-5

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

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, To a solution of tetrahydro-2H-pyran-4-ylacetic acid (35 mg) (available from Anichem) in DMF (1 ml) was added HATU (92 mg) and the mixture stirred at RT for 10 min when 6- (1 H-indol-4-yl)-1 H-indazol-4-amine (50 mg) and DIPEA (0.070 ml) were added and the mixture allowed to stand for 18 h. The mixture was blown to dryness under a stream of nitrogen and purified by MDAP (method A) to afford the title compound as a white solid, 16 mg.LCMS (method A); Rt = 2.1 min, MH+ = 375.

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

Reference£º
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian Robert; DOWN, Kenneth David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie Nicole; JONES, Katherine Louise; JONES, Paul Spencer; LE, Joelle; LUNNISS, Christopher James; PARR, Nigel James; RITCHIE, Timothy John; ROBINSON, John Edward; SIMPSON, Juliet Kay; SMETHURST, Christian Alan Paul; WO2011/67365; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, Step 1. methyl tetrahydro-2H-pyran-4-ylacetate A mixture of tetrahydro-2H-pyran-4-ylacetic acid (500 mg, 3 mmol) (Combi Blocks cat AM-1005) and sulfuric acid (20 mu^, 0.4 mmol) in methanol (10 L) was heated to reflux for 12 h. The mixture was then cooled and concentrated to remove the methanol. The resulting residue was dissolved in EtOAc, washed with saturated NaHCC , dried, and concentrated to afford methyl tetrahydro-2H-pyran-4-ylacetate (510 mg, 100percent) as a crude product.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; INCYTE CORPORATION; COMBS, Andrew, P.; MADUSKUIE, Thomas, P., Jr.; FALAHATPISHEH, Nikoo; WO2015/164480; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1: N-[6-(4-Morpholinyl)-3-pyridinyl]-2-(tetrahydro-2H-pyran-4-yl)-N-[(1-(at)[4- (trifluoromethyl)phenyl]methyl)-4-piperidinyl)methyl]acetamide; Oxalyl chloride (0.27ml, 3.05mmol) was added to a stirred solution of tetrahydro-2H- pyran-4-ylacetic acid (0.2g, 1.38mmol) in DCM (10ml). DMF (1 drop) was added and the reaction mixture stirred at room temperature for 1.5h then evaporated in vacuo to afford a colourless oil (1.17g). The crude acid chloride was dissolved in DCM (10ml) and added to a stirred solution of 6-(4-morpholinyl)-N-[(1-{[4-(trifluoromethyl)phenyl]methyl)-4- piperidinyl) methyl]-3-pyridinamine D5 (0.45g, 1.03mmol) and triethylamine (0.58ml, 4.12mmol) in DCM (10ml). After 24h the mixture was washed with saturated sodium hydrogen carbonate, the organic layer separated by passage through a phase separation cartridge and evaporated in vacuo. Chromatography on silica gel eluting with 50-100% ethyl acetate in pentane gradient afforded the title compound as an orange gum (0.47g). A 70mg portion was dissolved in 1:1 DMSO/MeCN (0.9ml) and purified by mass directed autoprep hplc on a Waters C18 5muM column 8(id 19 x 100mm) eluting with 5 – 99% MeCN in water gradient containing 0.1 % formic acid. Fractions containing the desired material were passed through a 2g SCX column, the column washed with methanol (30ml) and eluted with 1 N ammonia in methanol to afford the title compound as a colourless gum (0.05g). Mass Spectrum (AP+): Found 561 (MH+). C30H39F3N403 requires 560.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/103038; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Triethylamine (14.84 mmol) was added to a solution of the carboxylic acid (7.42 mmol) in THF (31.0 mL, 0.2 M) at room temperature, stirred for 10 min, and then cooled to 0 C before addition of pivaloyl chloride (8.90 mmol). After 30 min at 0 C, lithium chloride (0.5 M in THF, 8.90 mmol) was added, followed by (R)-(+)- or (S)-(-)-4-benzyloxazolidin-2-one (8.90 mmol) and the mixture was stirred at room temperature for 20 h. The mixture was partitioned with EtOAc (20 mL) and 1M HCl (3*20 mL) and the organic layer was washed with 1M K2CO3 (3*20mL). The acidic aqueous layer was extracted with EtOAc (20 mL) and the combined organic layer was washed with brine (10 mL), dried (MgSO4), filtered, and concentrated under vacuum. The crude material was purified as indicated.

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

Reference£º
Article; Shouksmith, Andrew E.; Evans, Laura E.; Tweddle, Deborah A.; Miller, Duncan C.; Willmore, Elaine; Newell, David R.; Golding, Bernard T.; Griffin, Roger J.; Australian Journal of Chemistry; vol. 68; 4; (2015); p. 660 – 679;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics