Compound Q&A

How is Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) typically synthesized?

Answer

Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside
Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside (CAS: 70622-74-1) is synthesized through a multi-step process involving acetylation, methylation, and vinyl nitration steps. The key reactions include the protection of the mannopyranoside hydroxyl groups, followed by the introduction of the acetamido and vinyl nitro functionalities. The synthesis is typically achieved using sulfuric acid and sodium nitrite as catalysts, with yields ranging from 60% to 70%.

About

CAS No 70622-74-1
English Name Phenyl 2-C-acetamido-2-O-methyl-4-C-[(E)-2-nitrovinyl]-beta-D-mannopyranoside
Molecular Formula C17H22N2O9
Molecular Weight 398.36 g/mol
SMILES O[C@@H]([C@@H]([C@@H](CO)O1)O)[C@@H](NC(C)=O)[C@@H]1OC2=CC=C(/C=C/[N+]([O-])=O)C=C2OC
InChIKey YHWRKXMTISIYOF-GVVSDTBTSA-N
Last Updated: 2026-03-28 19:11

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