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CAS 140428-83-7

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α-<span class="text-smallcaps">D</span>-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate

Description:
α-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate is a chemical compound characterized by its structure as a derivative of D-mannose, a naturally occurring sugar. This compound features a pyranose ring, which is a six-membered cyclic form of sugar, and is modified with an azidoethyl group and four acetyl groups at specific hydroxyl positions. The presence of the azido group introduces potential for further chemical reactivity, particularly in click chemistry applications, while the acetyl groups serve to protect the hydroxyl functionalities, enhancing the compound's stability and solubility in organic solvents. This compound is typically used in biochemical research and synthetic organic chemistry, particularly in the synthesis of glycosylated compounds or as a building block in the development of glycosylated drugs. Its unique functional groups allow for diverse applications in medicinal chemistry, including the study of carbohydrate-protein interactions and the development of glycomimetics.
Formula:C16H23N3O10
InChI:InChI=1S/C16H23N3O10/c1-8(20)25-7-12-13(26-9(2)21)14(27-10(3)22)15(28-11(4)23)16(29-12)24-6-5-18-19-17/h12-16H,5-7H2,1-4H3/t12-,13-,14+,15+,16+/m1/s1
InChI key:InChIKey=DPAXDKFCBLGMIZ-OWYFMNJBSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@H](OCCN=[N+]=[N-])[C@H]1OC(C)=O
Synonyms:
  • (2R,3R,4S,5S)-2-(Acetoxymethyl)-6-(2-azidoethoxy)tetrahydro-2H-pyran-3,4,5-triyltriacetate
  • 2-Azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  • 2′-Azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  • α-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate
  • 2-Azidoethyl 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside, Min. 98%
  • 2-Azidoethyl 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside
Found 4 products.