Category: 83-87-4

83-87-4, (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of peracetylated sugars (a-o) (1.28 mmol) in CH2Cl2 (7 mL) was slowly treated with33% (w/w) HBr in AcOH and was stirred to react for 3 h at room temperature. The reactionmixture was diluted with CH2Cl2 and washed with ice water, saturated NaHCO3 and watersuccessively. The resulting solution was dried over anhydrous Na2SO4 and then concentratedunder reduced pressure. The crude 1-bromo-peracetylated glycosyl donors (1a-1o) were obtainedand used without further purification., 83-87-4

As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.

Reference£º
Article; Li, Xiao-san; Ren, Yi-chang; Bao, Yu-zhou; Liu, Jie; Zhang, Xiao-kun; Zhang, You-wei; Sun, Xue-Long; Yao, Xin-sheng; Tang, Jin-Shan; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 252 – 262;,
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.83-87-4,(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate,as a common compound, the synthetic route is as follows.,83-87-4

To a solution of D-glucose (3.00 g, 16.6 mmol) in dry pyridine (33 mL) at 0 C under a nitrogen atmosphere was slowly added acetic anhydride (31.5 mL, 333 mmol). The reaction mixture was stirred at 0C for 1 h before a catalytic amount of DMAP (200 mg,1.67 mmol) was added. As the reaction mixture was allowed to reach rt, it becomes slightly exothermic. After 6 h, the clear yellow mixture was slowly poured into rapidly stirred ice-water (125 mL),giving a sticky solid. After EtOAc extraction (345 mL), evaporation of the solvent and co-evaporation with dry toluene (320 mL), peracetylated glucose was obtained as a yellow solid (5.84 g, 90%). A solution of pentaacetyl-D-glucopyranose (2.00 g, 5.1 mmol) in DCM(20 mL) was stirred in an ice bath while HBr/HOAc (6 mL, 45 wt %) was added drop-wise. After an hour, the solution was washed with ice-water and cold saturated NaHCO3 solution, dried over MgSO4, and concentrated to leave the glucosyl bromide as a pale yellow oil (1.83 g).

As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.

Reference£º
Article; Vo, Quan V.; Trenerry, Craige; Rochfort, Simone; Hughes, Andrew B.; Tetrahedron; vol. 69; 41; (2013); p. 8731 – 8737;,
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.83-87-4,(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate,as a common compound, the synthetic route is as follows.

83-87-4, In the scheme shown below, the synthesis of a C-glycosyl containing molecule is described. The sequence commences with the reaction of peracetyl D-glucose with 33% HBr in acetic acid to produce the anomeric bromide 45. Treatment of 45 with excess Grignard reagent 46, generated from 1,4- dibromobenzene and magnesium, followed by treatment of the crude product with acetic anhydride in pyridine provides the desired bromophenyl derivative 47. Conversion of 47 to the corresponding pinacol boronate ester 49 was accomplished by reaction with zs(pinicolato)diboron (48) under the influence of palladium catalysis. Suzuki coupling of 48 with 8 gave the expected biphenyl derivative 50 that was deprotected by first hydrolysis in aqueous methanol and triethylamine, hydrogenolysis over palladium on carbon and finally treatment with aqueous HF to give the desired product 51.

As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.

Reference£º
Patent; MICROBIA, INC.; WO2006/121861; (2006); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

83-87-4, (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of per-O-acetylated donor (1 equiv) in anhydrous dichloromethane were successively added the acceptor (MBT or MBI, 3 equiv) and BF3.OEt2 (9 equiv). The mixture was stirred at room temperature for 24 h. Then, the remaining acceptor was filtered off. The resulting filtrate was washed successively with a saturated solution of aqueous NaHCO3 and water. The aqueous layers thus obtained were extracted with dichloromethane, and the combined organic layers finally dried over MgSO4 and concentrated under reduced pressure. Flash chromatography on silica gel afforded the desired glycosyl thioimidate., 83-87-4

The synthetic route of 83-87-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pro, Daniele; Arkoun, Mustapha; Huguet, Samuel; Daniellou, Richard; Nugier-Chauvin, Caroline; Morvan, Jean; Wolbert, Dominique; Ourry, Alain; Yvin, Jean-Claude; Ferrieres, Vincent; Tetrahedron; vol. 68; 35; (2012); p. 7095 – 7102;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics