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

Catalog Number

ACM443965104

Product Name

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

Structure

CAS

443965-10-4

Category

Heterocyclic Organic Compound

Synonyms

N-Dimethyl-[(R)-1,1 inverted exclamation marka-spirobiindane-7,7 inverted exclamation marka-diyl]phosphoramidite; MFCD08459340; (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1 inverted exclamation marka,7 inverted exclamation marka-fg][1,3,2]dioxaphosphocin-5-dimethylamine; (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1\',7\'-FG][1,3,2]DIOXAPHOSPHOCIN-5-DIMETHYLAMINE; AB1005806; CS-0062402; AKOS015950893; SCHEMBL13324483; (11aR)-(+)-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:1,7-fg][1,3,2]dioxaphosphocin-5-dimethylamine,N-Dimethyl-[(R)-1,1-spirobiindane-7,7-diyl]phosphoramidite;

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;

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.

Storage

-20°C

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

MSDS

COA

Spec Sheet