CAS 947515-50-6 (1'R,2'R,3aS,3"aS,8aR,8"aR)-(+)-3,3",3a,3"a,8,8",8a,8"a-Octahydrodispiro{2H-indeno[1,2-d]oxazole-2,1'-cyclohexane-2',2"-[2H]indeno[1,2-d]oxazole} WOLF BISOXAZOLIDINE

Synonyms

WOLF Bisoxazolidine;MFCD11973793;(1'R,2'R,3aS,3"aS,8aR,8"aR)-(+)-3,3".3a,3"a,8,8",8a,8"a-Octahydrodispiro{2H-indeno[1,2-d]oxazole-2,1'-cyclohexane-2',2"-[2H]indeno[1,2-d]oxazole};947515-50-6;

Molecular Weight

374.484g/mol

Molecular Formula

C24H26N2O2;

Canonical SMILES

C1CCC2(C3(C1)NC4C(O3)CC5=CC=CC=C45)NC6C(O2)CC7=CC=CC=C67;

InChI

InChI=1S/C24H26N2O2/c1-3-9-17-15(7-1)13-19-21(17)25-23(27-19)11-5-6-12-24(23)26-22-18-10-4-2-8-16(18)14-20(22)28-24/h1-4,7-10,19-22,25-26H,5-6,11-14H2/t19 ,20 ,21-,22-,23 ,24 /m1/s1;

InChI Key

QRTLPEUTEFJSFH-WCJAIXNRSA-N;

Complexity

588

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Exact Mass

374.199g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

374.199g/mol

Topological Polar Surface Area

42.5A^2

Undefined Atom Stereocenter Count

Application

Catalyst used in the asymmetric addition of diethylzinc to aldehydes - synthesis of chiral alcohols.

Catalysts used in the asymmetric addition of acetylenes and silylacetylenes to aldehydes.

Catalyst used in the asymmetric addition of nitromethane to aldehydes - synthesis of β-hydroxynitromethanes.

March 7, 2023

A chiral ligand

(1'R,2'R,3aS,3"aS,8aR,8"aR)-(+)-3,3",3a,3"a,8,8",8a,8"a-Octahydrodispiro{2H-indeno[1,2-d]oxazole-2,1'-cyclohexane-2',2"-[2H]indeno[1,2-d]oxazole} WOLF BISOXAZOLIDINE can form polychiral central complexes with metals to catalyze asymmetric reactions.