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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:
Molecular Weight:
700.72
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

mp

288-292 °C (D)

functional group

phosphate

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

Signal Word

Warning

Hazard Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

695718-100MG:
695718-BULK:
695718-VAR:
695718-500MG:


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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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