3-O-[(1,1-Dimethylethyl)dimethylsilyl]-1,2-O-(1-methylethylidene)-α-D-xylo-pentodialdo-1,4-furanose

CAS: 141422-21-1

Ref. TR-D610820

Product Information

• Name: 3-O-[(1,1-Dimethylethyl)dimethylsilyl]-1,2-O-(1-methylethylidene)-α-D-xylo-pentodialdo-1,4-furanose
• Synonyms: (3aR,5S,6S,6aR)-6-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde
• Brand: TRC
• Description: Applications 3-O-[(1,1-Dimethylethyl)dimethylsilyl]-1,2-O-(1-methylethylidene)-α-D-xylo-pentodialdo-1,4-furanose is an intermediate used in the synthesis of (5E)-5,6-Dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-1,2-O-(1-methylethylidene)-6-nitro-α-D-xylo-hex-5-enofuranose (D495405), which can be used in the synthesis of Pancratistatin (P173600), an anti-cancer compound that initiates cell-death in cancer cells.References McLachlan, A. et al.: Apoptosis, 10, 619 (2005)

Chemical properties

• Molecular weight: 302.439
• Formula: C₁₄H₂₆O₅Si
• Color/Form: Neat
• InChI: InChI=1S/C14H26O5Si/c1-13(2,3)20(6,7)19-10-9(8-15)16-12-11(10)17-14(4,5)18-12/h8-12H,1-7H3/t9-,10+,11-,12-/m1/s1
• InChI key: InChIKey=XLBBARZYTMCVNR-WRWGMCAJSA-N
• SMILES: CC1(C)O[C@H]2O[C@H](C=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O1