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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

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About This Item

Empirical Formula (Hill Notation):
C48H29O4P
CAS Number:
864943-22-6
Molecular Weight:
700.72
MDL number:
MFCD12546016
UNSPSC Code:
12352005
PubChem Substance ID:
329762222
NACRES:
NA.22

form

solid

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

Storage Class Code

11 - 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

Certificates of Analysis (COA)

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