tert-butyl 2-[(4R,6R)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

• ChemBase ID: 163428
• Molecular Formular: C13H22O5
• Molecular Mass: 258.31078
• Monoisotopic Mass: 258.1467238
• SMILES: O1[C@H](C[C@@H](OC1(C)C)CC(=O)OC(C)(C)C)C=O
• Canonical SMILES: O=C[C@H]1C[C@H](CC(=O)OC(C)(C)C)OC(O1)(C)C
• InChI: InChI=1S/C13H22O5/c1-12(2,3)18-11(15)7-9-6-10(8-14)17-13(4,5)16-9/h8-10H,6-7H2,1-5H3/t9-,10-/m1/s1
• InChIKey: JEFQIIXBSQLRTF-NXEZZACHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-[(4R,6R)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• IUPAC Traditional name: tert-butyl 2-[(4R,6R)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• Synonyms: 3,5-Dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexuronic Acid 1,1-Dimethylethyl Ester; ((4R,6S)-6-Formyl-2,2-dimethyl-[1,3]dioxan-4-yl)acetic Acid tert-Butyl Ester; tert-Butyl (4R-cis)-6-Formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetateDISCONTINUED. See H946660

Database IDs

• CAS Number: 124752-23-4
• PubChem SID: 162257563
• PubChem CID: 71314432

CALCULATED PROPERTIES

• Acid pKa: 14.31188
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.0596454
• LogD (pH = 7.4): 1.0596454
• Log P: 1.0596454
• Molar Refractivity: 65.5594 cm^3
• Polarizability: 26.231142 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B691795

Intermediate used in the synthesis of statins.

REFERENCES

• Cai, Z., et al.: Bioorg. Med. Chem., 15, 7809 (2007)
• Pfefferkorn, J., et al.: J. Med. Chem., 51, 31 (2007)
• Zhao, S., et al.: Bioorg. Med. Chem., 17, 7915 (2007)