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N-Dimethyl-[(R)-1,1'-spirobiindane-7,7'-diyl]phosphoramidite((R)-SIPHOS)

Catalog Number
ACM443965148
Product Name
N-Dimethyl-[(R)-1,1'-spirobiindane-7,7'-diyl]phosphoramidite((R)-SIPHOS)
Structure
N-Dimethyl-[(R)-1,1'-spirobiindane-7,7'-diyl]phosphoramidite((R)-SIPHOS)
CAS
443965-14-8
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Synonyms
(11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1 inverted exclamation marka,7 inverted exclamation marka-fg][1,3,2]dioxaphosphocin-5-dimethylamine; CS-0062402; AB1005805; N-Dimethyl-[(R)-1,1 inverted exclamation marka-spirobiindane-7,7 inverted exclamation marka-diyl]phosphoramidite; ZINC43277607; BCP04739; Dimethylamino(1,1'-spirobiindan-7,7'-diylbisoxy)phosphine; (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-dimethylamine; (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1 inverted exclamation marka,7 inverted exclamation marka-fg][1,3,2]dioxaphosphocin-5-dimethylamine; (S)-SIPHOS, 97%;
IUPAC Name
N,N-dimethyl-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-12-amine;
Molecular Weight
325.348g/mol
Molecular Formula
C19H20NO2P;
Canonical SMILES
CN(C)P1OC2=CC=CC3=C2C4(CC3)CCC5=C4C(=CC=C5)O1;
InChI
InChI=1S/C19H20NO2P/c1-20(2)23-21-15-7-3-5-13-9-11-19(17(13)15)12-10-14-6-4-8-16(22-23)18(14)19/h3-8H,9-12H2,1-2H3;
InChI Key
RIDZEECIONITMW-UHFFFAOYSA-N;
Complexity
432
Covalently-Bonded Unit Count
1
Exact Mass
325.123g/mol
H-Bond Acceptor
3
Heavy Atom Count
23
Monoisotopic Mass
325.123g/mol
Rotatable Bond Count
1
Topological Polar Surface Area
21.7A^2
Application
Chiral ligands for the rhodium-catalyzed asymmetric hydrogenation of α-dehydroamino esters.

Chiral ligands for the rhodium-catalyzed asymmetric hydrogenation of itaconic acid derivatives.

Chiral ligands for rhodium-catalyzed asymmetric hydrogenation of β-dehydroaminoesters.

Chiral ligands for rhodium-catalyzed asymmetric hydrogenation of enamides.

Chiral ligands for rhodium-catalyzed asymmetric Pauson-Khand reaction.

Chiral ligands for palladium-catalyzed asymmetric umpolung allylation of aldehydes.
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