(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Recommanded Product: 14431-43-7
Benzimidazole N-oxides. VI. Reaction of 3-methoxy-l-methyl- and 1,2-dimethylbenzimidazolium iodide with various nucleophiles was written by Takahashi, Shiro;Kano, Hideo. And the article was included in Chemical & Pharmaceutical Bulletin in 1966.Recommanded Product: 14431-43-7 This article mentions the following:
The reactions of I with nucleophiles were considered to involve N-alkoxydihydro base intermediates II, but the high acidity of the C-2 proton suggested the possibility of a zwitter ion-carbene-type activated complex III. Both reaction pathways produced IV derivatives Evidence for the lability of the C-2 proton was shown by its rapid exchange with D and the low τ value (-1.00 in CDCl3) of the 2-proton signal. Reactions of I with KCN, NaOH, MeMgI, NaHSO3, NaOMe, iso-PrONa, NH2NH2, NH2Me, NH3, NHMe2, NH2Ph, HC(CN)CO2Me, H2C(CN)2, and NaBH4 were reported. Phys. constants of those compounds described with an elemental analysis were as follows: IV (B = OMe), m. 40-2°; IV (B = iso-PrO) isolated as picrate, m. 160° (decomposition); IV (B = iso-PrO) isolated as picrate, m. 160° (decomposition); IV (B = NHNH2), m. 242° (decomposition); IV (B = NHMe) (HI salt m. 275° (decomposition)), m. 185-6°; IV (B = NMe2) isolated as picrate, m. 191-2°; IV (B = NHPh).HI, m. 241-3° (decomposition); IV (B = CH(CN)2), m. >250°. Reactions of V with NaOH, MeONa, NH2NH2, NH3, NaHSO3, and NaBH4 gave VI [R = H (VII)] via abstraction of a proton from the 3-methoxyl group and loss of HCHO. V with KCN produced VII and VI [R = CN (VIII)], m. 210-11°, (the reaction in D2O gave VII and VIII having D incorporated in the C-2 Me group) through a reaction pathway involving abstraction of a 2-Me proton, followed by nucleophilic attack at C-6 and the concerted departure of methoxide ion. V, m. 150-1° (decomposition), was prepared by refluxing 1-methoxy-2-methylbenzimidazole (VIII) with excess MeI for 10 min., and VIII, m. 39-41°, was synthesized by heating a mixture of 1.5 g. 2-methylbenzimidazole 1-oxide, 10 ml. MeOH, 0.6 g. KOH, and 0.7 ml. MeI for 1 hr. at 50°. V heated in a sealed tube in CHCl3 at 100° for 4 hrs. produced 1,2,3-trimethylbenzimidazolium iodide, m. >250°. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Recommanded Product: 14431-43-7).
(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Recommanded Product: 14431-43-7
Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics