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695718

Sigma-Aldrich

(R)-3,3′-Bis(9-anthracenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C48H29O4P
CAS Number:
361342-51-0
Molecular Weight:
700.72
UNSPSC Code:
12352005
PubChem Substance ID:
329761763
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

mp

288-292 °C (D)

storage temp.

−20°C

SMILES string

OP1(=O)Oc2c(cc3CCC=Cc3c2-c4c(O1)c(cc5ccccc45)-c6c7ccccc7cc8ccccc68)-c9c%10ccccc%10cc%11ccccc9%11

InChI

1S/C48H31O4P/c49-53(50)51-47-41(43-35-19-7-1-13-29(35)25-30-14-2-8-20-36(30)43)27-33-17-5-11-23-39(33)45(47)46-40-24-12-6-18-34(40)28-42(48(46)52-53)44-37-21-9-3-15-31(37)26-32-16-4-10-22-38(32)44/h1-5,7-17,19-28H,6,18H2,(H,49,50)

InChI key

SZKDXDJLUYHXLW-UHFFFAOYSA-N

Related Categories

Application

Catalyst used in asymmetric direct alkylation of α-diazoester via C-H bond cleavage.
Catalysts used in enantioselective condensation/amine addition reactions

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Daisuke Uraguchi et al.
Journal of the American Chemical Society, 127(26), 9360-9361 (2005-06-30)
A new variant of phosphoric acid-catalyzed C-C bond forming reaction, direct alkylation of alpha-diazoester, via C-H bond cleavage is presented. The resulting products, beta-amino-alpha-diazoesters, are highly functionalized and useful synthetic precursors for various types of beta-amino acids.
Asymmetric Brønsted acid catalysis: catalytic enantioselective synthesis of highly biologically active dihydroquinazolinones.
Magnus Rueping et al.
Angewandte Chemie (International ed. in English), 48(5), 908-910 (2008-12-23)

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