Methyl trans-3-(4-Methoxyphenyl)glycidate

Catalog:	BB076355
Product Name:	Methyl trans-3-(4-Methoxyphenyl)glycidate
Synonyms:	Methyl trans-3-(p-Methoxyphenyl)glycidate; (-)-(2R,3S)-trans-Methyl p-Methoxycinnamate Oxide; Methyl trans-3-(4-Methoxyphenyl)-oxiranecarboxylic Acid Ester; Methyl trans-(±)-3-(4-Methoxyphenyl)-oxiranecarboxylic Acid Ester; (2R,3S)-rel-3-(4-Methoxyphenyl)-oxiranecarboxylic Acid Ester

Technical Data

IUPAC Name:	methyl (2S,3R)-3-(4-methoxyphenyl)oxirane-2-carboxylate
Description:	Methyl trans-3-(4-Methoxyphenyl)glycidate is an intermediate used in the synthesis of Clentiazem (C573035), which is a benzothiazepine-like calcium antagonists; Enhances endothelium-dependent coronary artery relaxation.
Molecular Weight:	208.21
Molecular Formula:	C11H12O4
Canonical SMILES:	COC1=CC=C(C=C1)C2C(O2)C(=O)OC
InChI:	InChI=1S/C11H12O4/c1-13-8-5-3-7(4-6-8)9-10(15-9)11(12)14-2/h3-6,9-10H,1-2H3/t9-,10+/m1/s1
InChI Key:	CVZUMGUZDAWOGA-ZJUUUORDSA-N
Solubility:	Dichloromethane; Chloroform; Ethyl Acetate; DMSO
Appearance:	White Solid
References:	Tanguay, M., et al. Can. J. Physiol. Pharmacol., 73, 1108-1117 (1995); Dagenais, F., et al. Can. J. Cardiol., 11, 816-822 (1995).

Complexity:	233
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	2
Defined Bond Stereocenter Count:	0
Exact Mass:	208.07355886
Formal Charge:	0
Heavy Atom Count:	15
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	208.07355886
Rotatable Bond Count:	4
Topological Polar Surface Area:	48.1Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.3