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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

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

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)

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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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