2,​5-​Anhydro-​1,​3,​4-​trideoxy-​2-​C-​(2,​4-​difluorophenyl)​-​4-​(hydroxymethyl)​-​1-​(1H-​1,​2,​4-​triazol-​1-​yl)​-D-​threo-​pentitol

CAS: 160709-02-4

Ref. TR-A658770

Product Information

• Name: 2,​5-​Anhydro-​1,​3,​4-​trideoxy-​2-​C-​(2,​4-​difluorophenyl)​-​4-​(hydroxymethyl)​-​1-​(1H-​1,​2,​4-​triazol-​1-​yl)​-D-​threo-​pentitol
• Synonyms: Posaconazole Impurity, 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-<span class="text-smallcaps">D</span>-threo-pentitol, 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol, <span class="text-smallcaps">D</span>-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-, D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-

Description

Impurity Posaconazole Impurity;
Applications 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol is building block to synthesize key intermediates towards synthesis of highly active azole antifungals Sch 51048, Sch 56592 and Sch 45012. It is also an impurity/intermediate for posaconazole (P689600).
References Saksena, A., et al.: Tetrahedron Lett., 37, 5657 (1996); Lovey, R., et al.: Tetrahedron Lett., 35, 6047 (1994); Saksena, A., et al.: Tetrahedron Lett., 36, 1787 (1995)

• Brand: TRC

Chemical properties

• Molecular weight: 295.28
• Formula: C₁₄H₁₅F₂N₃O₂
• Color/Form: Neat
• InChI: InChI=1S/C25H27ClN2O8/c1-12-16(10-20(30)27-21-23(32)22(31)19(11-29)36-25(21)34)17-9-15(35-2)7-8-18(17)28(12)24(33)13-3-5-14(26)6-4-13/h3-9,19,21-23,25,29,31-32,34H,10-11H2,1-2H3,(H,27,30)/t19?,21?,22-,23?,25+/m0/s1
• InChI key: InChIKey=LGAJOMLFGCSBFF-AUFPIVKFSA-N
• SMILES: COc1ccc2c(c1)c(CC(=O)NC1C(O)[C@@H](O)C(CO)O[C@H]1O)c(C)n2C(=O)c1ccc(Cl)cc1