13096-62-3
Chemical Structure
Tetra-O-benzyl-δ-D-Gluconolactone
Synonym(s): 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
- CAS No.: 13096-62-3
- Formula:C34H34O6
- Molecular Weight:538.63
IUPAC Name: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one
InChIKey: BUBVLQDEIIUIQG-NXVJRICRSA-N
SMILES: O=C([C@@H]1OCC2=CC=CC=C2)O[C@H](COCC3=CC=CC=C3)[C@@H](OCC4=CC=CC=C4)[C@@H]1OCC5=CC=CC=C5
Biological Activity: Tetra-O-benzyl-δ-D-Gluconolactone (2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone) is a 1,5-sugar lactone and protected D-glucono-1,5-lactone, which serves as a synthetic intermediate in the field of carbohydrate chemistry. Tetra-O-benzyl-δ-D-Gluconolactone acts as a model substrate for zinc-mediated Barbier allylation, crotylation and propargylation reactions[1][2].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Tetra-O-benzyl-δ-D-Gluconolactone | 98.89% | Tetra-O-benzyl-δ-D-Gluconolactone (2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone) is a 1,5-sugar lactone and protected D-glucono-1,5-lactone, which serves as a synthetic intermediate in the field of carbohydrate chemistry. Tetra-O-benzyl-δ-D-Gluconolactone acts as a model substrate for zinc-mediated Barbier allylation, crotylation and propargylation reactions. | ||||||||||||||||||||
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References
- [1]. Lambu M R, et al. Synthesis of C-spiro-glycoconjugates from sugar lactones via zinc mediated Barbier reaction[J]. RSC advances, 2014, 4(22): 11023-11028.
- [2]. Labéguère F, et al. An efficient diastereoselective synthesis of β-1-formyl-2, 3, 4, 6-tetra-O-benzyl-D-glucopyranoside[J]. Tetrahedron letters, 2002, 43(40): 7271-7272.
