beta-D-Ribofuranose 1,2,3,5-tetraacetate
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beta-D-Ribofuranose 1,2,3,5-tetraacetate ??
- ???
- 81-83 °C(lit.)
- ?? ?
- 417.45°C (rough estimate)
- ??
- -15.4 º (c=7, MeOH)
- ??
- 1.4171 (rough estimate)
- ???
- -14.5 ° (C=5, MeOH)
- ?? ??
- Inert atmosphere,Room Temperature
- ???
- ?????(???? ??), ???(?? ???)
- ??? ??
- ??? ??
- ??
- ???? ?? ??
- ??? (Optical Rotation)
- [α]26/D 11.4°, c = 10 in chloroform
- BRN
- 94078
- InChI
- InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12-,13-/s3
- InChIKey
- TTXVPMATRDJQIA-BKUVIOGVSA-N
- SMILES
- [C@@H]1(OC(=O)C)[C@@H](COC(=O)C)O[C@@H](OC(=O)C)[C@@H]1OC(=O)C |&1:0,5,12,17,r|
- CAS ??????
- 13035-61-5(CAS DataBase Reference)
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- ?? ? ???? ?? (GHS)
??? ?? | Xi | ||
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?? ???? ?? | 36/37/38 | ||
????? | 22-24/25-36-26 | ||
WGK ?? | 3 | ||
HS ?? | 29400090 |
beta-D-Ribofuranose 1,2,3,5-tetraacetate C??? ??, ??, ??
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beta-D-Ribofuranose 1,2,3,5-tetraacetate is an acetylated derivative of ribose extensively used in carbohydrate research and synthetic chemistry. This compound features acetyl groups protecting the hydroxyl functionalities at positions 1, 2, 3, and 5 of the ribofuranose ring, which enhances its stability and solubility in organic solvents. β-D-Ribofuranose 1,2,3,5-tetraacetate is a crucial intermediate in synthesising nucleosides, nucleotides, and other complex carbohydrates. In research, it is utilized to study glycosylation mechanisms, focusing on the formation and stereochemistry of glycosidic bonds.??? ??
beta-D-Ribofuranose 1,2,3,5-tetraacetate is white to almost white crystalline powder??
beta-D-Ribofuranose 1,2,3,5-tetraacetate is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.?? ??
beta-D-Ribofuranose 1,2,3,5-tetraacetate, also known as 1,2,3,5-tetra-O-Acetyl-beta-D-ribofuranose (TAR), is an important organic reagent that can be used in the following pathways:(1) Used in low-energy electron-induced reactions in gas-phase TAR. Since the acetyl group in TAR is coupled to the five-membered ribose ring at relevant positions, it can serve as a suitable model compound for studying the reaction of sugar units in DNA to low-energy electrons[1].
(2) Used to prepare 1,2,3-tri-O-acetyl-β-d-ribofuranose by enzymatic deacetylation[2].
(3) Used in condensation reactions. In the presence of tin chloride, 1-hexene reacts with 1- O -acetyl-2,3,5-tri- O -benzoyl-β- d -ribofuranose ( 5b ) or 1,2,3,5-tetra- O -acetyl-β- d -ribofuranose ( 5a ) to form a complex mixture[3].
beta-D-Ribofuranose 1,2,3,5-tetraacetate ?? ?? ? ???
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beta-D-Ribofuranose 1,2,3,5-tetraacetate ?? ??
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beta-D-Ribofuranose 1,2,3,5-tetraacetate ?? ??:
N-???-L(+)-??? ??? ??? ??? ?? ?? A 2,4-???? ??????? N,N,N',N'-????????????? ????
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1-O-Acetyl-2,3,5-tri-O-(4-chlorobenzoyl)-beta-D-ribofuranose
1-ACETYL-2,3,5-TRI-O-BENZOYL-B-L-RIBOFURANOSE
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beta-D-Ribofuranose 1,2,3,5-tetraacetate