Catalog Number
ACM129648073
Product Name
1,2-Bis[(2R,5R)-2,5-dimethylphospholano]ethane
Category
Heterocyclic Organic Compound
Synonyms
Phospholane, 1,1'-(1,2-ethanediyl)bis(2,5-dimethyl-, (2R,2'R,5R,5'R)-; (+)-1,2-Bis(2R,5R)-2,5-dimethylphospholano)ethane; MFCD01073770; 1,2-Bis((2R,5R)-2,5-dimethylphospholan-1-yl)ethane; SCHEMBL3688560; ZINC2572357; Me-bpe, (R,R)-; (R,R)-Me-bpe, (+)-; (S,S)-Me-en-duphos; 1,2-Bis[(2R,5R)-2,5-dimethyl-1-phospholanyl]ethane;
IUPAC Name
(2R,5R)-1-[2-[(2R,5R)-2,5-dimethylphospholan-1-yl]ethyl]-2,5-dimethylphospholane;
Molecular Weight
258.326g/mol
Molecular Formula
C14H28P2;
Canonical SMILES
CC1CCC(P1CCP2C(CCC2C)C)C;
InChI
InChI=1S/C14H28P2/c1-11-5-6-12(2)15(11)9-10-16-13(3)7-8-14(16)4/h11-14H,5-10H2,1-4H3/t11-,12-,13-,14-/m1/s1;
InChI Key
IRCDUOCGSIGEAI-AAVRWANBSA-N;
Application
The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted acetamidoacrylates and enol acetates yielding products of high enantiomeric excesses. Efficient ligand for the asymmetric hydrogenation of tetrasubstituted enamides.
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
4
Monoisotopic Mass
258.167g/mol
Topological Polar Surface Area
0A^2