(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate

CAS: 23735-43-5

Ref. TR-D469555

Product Information

• Name: (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate
• Synonyms: 2,2-Dimethyl-1,3-dioxolane-4-methanol-4-methylbenzenesulfonate, 4-Methylbenzenesulfonic Acid (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl Ester, Toluene-4-sulfonic Acid (S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl Ester, p-Toluenesulfonic Acid ((4S)-2,2-Dimethyl-1,3-dioxolan-4-yl)methyl Ester, L-alpha,beta-isopropylidene glycerol-gamma-tosylate, (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate, (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate, (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate, (2,2-Dimethyl-1,3-Dioxolan-4-Yl)Methyl 4-Methylbenzenesulfonate, [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate

Description

Applications (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has been used as a reactant for the synthesis of 16-(3-trifluoromethyl)phenoxy PGF2α analog travoprost (T715600) which has potent topical ocular activity. (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has also been used for the preparation of p38 mitogen activated protein (MAP) kinase inhibitors.
References Dams, I., et. al.: Tetrahedrom, 69, 1634 (2013); Koeberle, S.C., et. al.: J. Med. Chem., 55, 5868 (2012)

• Brand: TRC

Chemical properties

• Molecular weight: 286.34
• Formula: C₁₃H₁₈O₅S
• Color/Form: Neat
• InChI: InChI=1S/C13H18O5S/c1-10-4-6-12(7-5-10)19(14,15)17-9-11-8-16-13(2,3)18-11/h4-7,11H,8-9H2,1-3H3/t11-/m0/s1
• InChI key: InChIKey=SRKDUHUULIWXFT-NSHDSACASA-N
• SMILES: Cc1ccc(S(=O)(=O)OC[C@@H]2COC(C)(C)O2)cc1