(R)-(-)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine

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Catalog Number
ACM144119120
Product Name
(R)-(-)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine
Structure
Structure
CAS
144119-12-0
Category
Heterocyclic Organic Compound
Synonyms
(R)-DPMPM; [(2R)-1-methylpyrrolidin-2-yl]-diphenyl-methanol; (r)-n-methyl-alpha,alpha-diphenyl-2-pyrrolidinemethanol; AJ-20718; alpha,alpha-Diphenyl-N-methyl-D-prolinol; OR10013; AKOS007930843; (R)-alpha,alpha-Diphenyl-N-methyl-2-pyrrolidinemethanol; ((r)-1-methylpyrrolidin-2-yl)diphenylmethanol; KS-00000IVK;
IUPAC Name
[(2R)-1-methylpyrrolidin-2-yl]-diphenylmethanol;
Molecular Weight
267.372g/mol
Molecular Formula
C18H21NO;
Canonical SMILES
CN1CCCC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O;
InChI
InChI=1S/C18H21NO/c1-19-14-8-13-17(19)18(20,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,20H,8,13-14H2,1H3/t17-/m1/s1;
InChI Key
XIJAGFLYYNXCAB-QGZVFWFLSA-N;
Application
Chiral amino alcohol assisted asymmetric, enantioselective, aryl transfer of triphenylboroxin to a set of aryl aldehydes in the presence of chiral amino alcohols derived from (S)-proline.

Pyrrolidinylmethanol compound used for the zinc-catalyzed addition of arylboronic acids to aromatic aldehydes, proceeding in high yields and high enantioselectivities (up to 98% ee).
Storage
0-6°C
Complexity
287
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
1
Exact Mass
267.162g/mol
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
20
Monoisotopic Mass
267.162g/mol
Rotatable Bond Count
3
Topological Polar Surface Area
23.5A^2
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