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Substrate Report for: Glycidyl-1-naphthyl-ether

Optically pure epoxides are essential chiral precursors for the production of (S)-propranolol, (S)-alprenolol, and other beta-adrenergic receptor blocking drugs


General
Type Naphthalen
Chemical_Nomenclature 2-(naphthalen-1-yloxymethyl)oxirane
Canonical SMILES C1C(O1)COC2=CC=CC3=CC=CC=C32
InChI InChI=1S/C13H12O2/c1-2-6-12-10(4-1)5-3-7-13(12)15-9-11-8-14-11/h1-7,11H,8-9H2
InChIKey QYYCPWLLBSSFBW-UHFFFAOYSA-N
Other name(s) Glycidyl 1-naphthyl ether ; alpha-naphthyl glycidyl ether ; 2-[(1-Naphthyloxy)methyl]oxirane ; Naphthyl glycidyl ether ; 1-Naphthyl glycidyl ether ; 2-((Naphthalen-1-yloxy)methyl)oxirane ; 2-[(naphthalen-1-yloxy)methyl]oxirane
________________________________________________________________________________________________
MW|200.23
Formula|C13H12O2
CAS_number|2461-42-9
PubChem|91521
UniChem|QYYCPWLLBSSFBW-UHFFFAOYSA-N
IUPHAR|
Wikipedia|

Target
Families | Glycidyl-1-naphthyl-ether ligand of proteins in family: Epoxide_hydrolase
Stucture | 1 structure: 4IO0: Crystal structure of F128A mutant of an epoxide hydrolase from Bacillus megaterium complexed with its product (R)-3-[1]naphthyloxy-propane-1,2-diol
Protein | bacme-g9bex6

References:
Search PubMed for references concerning: Glycidyl-1-naphthyl-ether
    Title: Engineering of an epoxide hydrolase for efficient bioresolution of bulky pharmaco substrates
    Kong XD, Yuan S, Li L, Chen S, Xu JH, Zhou J
    Ref: Proc Natl Acad Sci U S A, 111:15717, 2014 : PubMed