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

Technical Data

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:	18.5Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	2.2