(2S,3S,4R,5S,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (cas: 6730-10-5) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Related Products of 6730-10-5
Asymmetric synthesis of D– and L-mannosamine was written by O’Neill, A. N.. And the article was included in Canadian Journal of Chemistry in 1959.Related Products of 6730-10-5 This article mentions the following:
D-Mannosamine-HCl (I) was prepared in four steps from D-arabino-tetraacetoxy-1-nitro-1-hexene (D-II). The critical step involved the stereo-specific addition of NH3 to D-II. The steric course of the addition was discussed in terms of the Cram rule. Powd. D-II was added slowly to a saturated solution of NH3 in absolute MeOH and left at 5鎺?for 18 h. Concentration in vacuo gave 82% N-acetyl-1-deoxy-1-nitro-D-mannosaminol (D-III), m. 172-3鎺?(MeOH), [浼猐24D -13.2鎺?(c 1.1, H2O), main IR bands given. Similarly, L-II gave L-III, m. 172.0-2.5鎺? [浼猐24D 14.9鎺?(c 1.5, H2O). A cold solution of 10 g. D-III in 25 mL. 2N NaOH was added dropwise to a cold solution of 12 mL. H2SO4 in 15 mL. H2O while the temperature was maintained at 10-5鎺? The solution was neutralized with warm aqueous Ba(OH)2 and the filtrate was concentrated in vacuo. The residue was dried in vacuo over P2O5 and then treated with 125 mL. Ac2O and 100 mL. pyridine at 0鎺?for 3 days. The mixture was poured onto 500 mL. ice and H2O and extracted with CHCl3. The CHCl3 extract was washed, dried, and concentrated in vacuo to afford 13 g. 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-灏?D-mannose (D-IV), m. 162-3鎺?(EtOH-Et2O), [浼猐24D -17.0 (c 1.8, CHCl3). Similarly, L-III afforded L-IV, m. 162-3鎺? [浼猐25D 18.0鎺?(c 1.1, CHCl3). Treating 0.200 g. D-IV with hot dilute HCl yielded 0.107 g. I, [浼猐25D -4 (c 1.0, 3% HCl). A cold solution of 10 g. D-IV in 150 mL. absolute MeOH was treated with 0.4N Ba(OH)2 24 h. at 0鎺? An equal volume H2O was added and the solution was shaken with IR-120 and IR-45 Amberlite resins. The filtrate was concentrated in vacuo to afford 5.0 g. sirup (V) and 0.75 g. 2-acetamido-2-deoxy-D-glucose (VI), m. 193-6鎺?(EtOH-Et2O) with decomposition starting at 185鎺? [浼猐26D 75.0鎺?(c 1.2, H2O), with mutarotation. A solution of 0.100 g. VI in 1 mL. 2N HCl was heated at 100鎺?for 2 h. to give 0.093 g, D-glucosamine-HCl (VII), [浼猐25D 82.4鎺?(c 0.91, H2O) with mutarotation. Treating V with aqueous HCl afforded VII, [浼猐25D 98鎺?(c 1.1, H2O) with mutarotation, and a small amount of I, [浼猐26D -4鎺?(c 1.0, 2.5% aqueous HCl). An aqueous solution of 80 g. VII was oxidized with 200 g. yellow H2O to provide 50% D-glucosaminic acid (VIII), [浼猐25D -14鎺?(c 1.3, 2.5% aqueous HCl). A solution of 40 g. VIII in 400 mL. H2O and 40 mL. pyridine was heated at 100鎺?for 24 h. to yield D-mannosaminic acid (IX), [浼猐24D 10鎺?(c 1.5, 2.5% aqueous HCl). Treating IX with alc. HCl afforded 75% IX lactone, [浼猐24D 45鎺?(c 1.4, H2O). The IX lactone was reduced with 2.5% Na-Hg to give 60% I, [浼猐24D -4.0鎺?(c 2.0, 2.5% aqueous HCl); pentaacetate m. 161-2鎺? [浼猐24D -18鎺?(c 1.5, CHCl3). In the experiment, the researchers used many compounds, for example, (2S,3S,4R,5S,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (cas: 6730-10-5Related Products of 6730-10-5).
(2S,3S,4R,5S,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (cas: 6730-10-5) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Related Products of 6730-10-5
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics