Compound Q&A
How is Ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside (CAS: 129519-27-3) typically synthesized?
Answer
Ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside (CAS: 129519-27-3) is synthesized through a multi-step process involving the protection of the glucose moiety with benzyl groups and subsequent ring closure and modification. Commonly, this is achieved using benzyl bromide and benzylidene acetone as protecting agents, followed by selective ring opening with an oxazoline derivative. The reaction typically yields a high purity product with good selectivity, though specific conditions such as temperature and solvent choice can affect the yield and purity.
About
CAS No
129519-27-3
English Name
Ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside
Molecular Formula
C30H29NO6S
Molecular Weight
531.63 g/mol
SMILES
CCS[C@H]1[C@@H]([C@H]([C@H]2[C@H](O1)COC(O2)c3ccccc3)OCc4ccccc4)N5C(=O)c6ccccc6C5=O
InChIKey
LTAVTXCDXZSJBC-HAECEBRLSA-N
Last Updated: 2025-12-28 10:59
