2-(5-Hexynyloxy)tetrahydro-2H-pyran - CAS 1720-37-2
Catalog: |
BB064204 |
Product Name: |
2-(5-Hexynyloxy)tetrahydro-2H-pyran |
CAS: |
1720-37-2 |
Synonyms: |
2-(5-Hexyn-1-yloxy)tetrahydro-2H-pyran; 2-(5-Hexynyloxy)tetrahydropyran; 1-(2-Tetrahydropyranyloxy)-5-hexyne; 2-((5-Hexynyl)oxy)tetrahydro-2H-pyran; 2-(5-Hexynyloxy)tetrahydropyran; 5-(2-Tetrahydropyranyloxy)-1-hexyne; NSC 135357 |
IUPAC Name: | 2-hex-5-ynoxyoxane |
Description: | 2-(5-Hexynyloxy)tetrahydro-2H-pyran is used as a reagent to synthesize (-)-Pyrinodemin A, a cytotoxic pyridine alkaloid that is isolated from an Okinawan marine sponge (Amphimedon sp.). 2-(5-Hexynyloxy)tetrahydro-2H-pyran is also used as a reagent to synhesize (+)-Lycoricidine, an alkaloid that has antimitotic activity. |
Molecular Weight: | 182.26 |
Molecular Formula: | C11H18O2 |
Canonical SMILES: | C#CCCCCOC1CCCCO1 |
InChI: | InChI=1S/C11H18O2/c1-2-3-4-6-9-12-11-8-5-7-10-13-11/h1,11H,3-10H2 |
InChI Key: | UBVHEECJJXMXTN-UHFFFAOYSA-N |
References: | Chida, N., et al. J. Org. Chem., 58, 4441 (1993); Morimoto, Y., et al. Org. Lett., 5, 2611 (2003); Snider, B. & Shi, B. Tetrahedron Lett., 42, 1639 (2001); Tsuda, M., et al. Tetrahedron Lett., 40, 4819 (1999). |
Complexity: | 168 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 182.130679813 |
Formal Charge: | 0 |
Heavy Atom Count: | 13 |
Hydrogen Bond Acceptor Count: | 2 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 182.130679813 |
Rotatable Bond Count: | 5 |
Topological Polar Surface Area: | 18.5Ų |
Undefined Atom Stereocenter Count: | 1 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 2.2 |
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