MilliporeSigma
All Photos(1)

700665

Sigma-Aldrich

(11bR)-2,6-Di-9-phenanthrenyl-4-hydroxy-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

Synonym(s):
(R)-3,3′-Bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate
Empirical Formula (Hill Notation):
C48H29O4P
CAS Number:
Molecular Weight:
700.72
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

optical activity

[α]22/D −44.0°, c = 1 in DMSO

mp

390-400 °C

storage temp.

−20°C

SMILES string

OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)-c6cc7ccccc7c8ccccc68)-c9cc%10ccccc%10c%11ccccc9%11

InChI

1S/C48H29O4P/c49-53(50)51-47-43(41-25-29-13-1-5-17-33(29)37-21-9-11-23-39(37)41)27-31-15-3-7-19-35(31)45(47)46-36-20-8-4-16-32(36)28-44(48(46)52-53)42-26-30-14-2-6-18-34(30)38-22-10-12-24-40(38)42/h1-28H,(H,49,50)

InChI key

BVICVEIKBNVROI-UHFFFAOYSA-N

Application

Catalyst for:
  • Asymmetric hydrogenation cascade
  • Enantioselective Friedel-Crafts reaction
  • Asymmetric hydrogenation of 2-substituted quinolines
  • Chiral Broensted acid catalyzed enantioselective a-aminoxylation of ene carbamates
  • Preparation of β-carbolines via diastereo- and enantioselective N-acyliminium cyclization cascades of tryptamines and keto acids/esters
  • Asymmetric transfer hydrogenation of substituted quinoxalines

Packaging

100 mg in amber glass bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

SDS

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service