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Safety Information

392766

Sigma-Aldrich

AD-mix-β

Synonym(s):

AD-mix-beta

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About This Item

MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

SMILES string

CC[C@@H]1CN2CCC1CC2[C@H](Oc3nnc(O[C@@H](C4CC5CCN4C[C@@H]5CC)c6ccnc7ccc(OC)cc67)c8ccccc38)c9ccnc%10ccc(OC)cc9%10

InChI

1S/C48H54N6O4/c1-5-29-27-53-21-17-31(29)23-43(53)45(35-15-19-49-41-13-11-33(55-3)25-39(35)41)57-47-37-9-7-8-10-38(37)48(52-51-47)58-46(44-24-32-18-22-54(44)28-30(32)6-2)36-16-20-50-42-14-12-34(56-4)26-40(36)42/h7-16,19-20,25-26,29-32,43-46H,5-6,17-18,21-24,27-28H2,1-4H3/t29-,30-,31-,32-,43+,44+,45-,46-/m0/s1

InChI key

YUCBLVFHJWOYDN-HVLQGHBFSA-N

General description

Contains chiral ligand (DHQD)2PHAL

AD-mix-β is an oxidant used for the enantioselective synthesis of 2-Hydroxy-5-methyl-3-hexanone.

Application

Catalyst employed in the Sharpless Asymmetric Dihyroxylation of (E,E)- or (E,Z)-1,3-dienoates. Also used in the preparation of ß-hydroxy-γ-lactones from ß,γ-unsaturated esters.
Reagent for Sharpless Asymmetric Dihydroxylation.

Components

Mixture contains:
(DHQD)2PHAL (Cat. No. 392731) 0.0016 mole
Potassium carbonate, powder0.4988 mole
Potassium ferricyanide0.4988 mole
Potassium osmate dihydrate0.0007 mole

Legal Information

Sold under license from Rhodia Pharma Solutions.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

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.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

392766-BULK:
392766-250G:4548174010266
392766-10G:4548173939636
392766-VAR:
392766-50G:4548173939643


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(4R)-4-[(1R)-1, 2-Dihydroxyethyl]-1-[(1R)-1-phenylethyl] pyrrolidin-2-one.
Blaser A and Boyd PDW.
Acta Crystallographica Section E, Structure Reports Online, 64(9), o1851-o1851 (2008)
European Journal of Organic Chemistry, 2669-2669 (2006)
Chemical Reviews, 94, 2483-2483 (1994)
First asymmetric synthesis of CJ-14877 and its enantiomer and their interleukin-1? inhibitory activities.
Aoyagi Y, et al.
Bioorganic & Medicinal Chemistry Letters, 19(7), 1876-1878 (2009)
The Journal of Organic Chemistry, 57, 2768-2768 (1992)

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