2,3,5-Tri-O-benzyl-D-ribonolactone

• CAT Number: M014212
• CAS Number: 55094-52-5
• Molecular Formula: C26H26O5
• Molecular Weight: 418.49
• Purity: ≥95%
• Synonyms: 1-Chloro-3,5-di-(p-chlorobenzoyl)-2-deoxy-D-ribofuranose;2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone;2,3,5-TRI-O-BENZYL-D-RIBONOLACTONE;(3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxyMethyl)-dihydrofuran-2(3H)-one;2,3,5-Tris-O-(phenylmethyl)-D-ribonic acid γ-
• Target: Nucleoside Antimetabolite/Analog
• Storage: -20°C
• IUPAC Name: (3R,4R,5R)-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolan-2-one
• InChI: InChI=1S/C26H26O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(31-26)19-28-16-20-10-4-1-5-11-20/h1-15,23-25H,16-19H2/t23-,24-,25-/m1/s1
• InChIKey: LDHBSABBBAUMCZ-UBFVSLLYSA-N
• SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@H]([C@H](C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

2,3,5-Tri-O-benzyl-D-ribonolactone（Cat No.:M014212）is a protected sugar lactone derivative of D-ribose, featuring benzyl groups at the 2-, 3-, and 5-hydroxyl positions. Its molecular formula is C26H26O5. The benzyl protection enhances stability and lipophilicity, making the compound useful in multi-step organic synthesis, particularly in the preparation of nucleoside analogs and carbohydrate-based pharmaceuticals. The lactone ring structure facilitates regioselective and stereoselective modifications. This compound is commonly employed in medicinal chemistry and oligonucleotide synthesis as a key intermediate, allowing precise manipulation of ribose functionality without undesired side reactions during complex synthetic transformations.