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392766

Sigma-Aldrich

AD-mix-β

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Synonym(s):
AD-mix-beta
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

Related Categories

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

WGK

WGK 2

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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(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)
Synthesis of nonracemic 3-deoxyschweinfurthin B
Neighbors, Jeffrey D, et al.
The Journal of Organic Chemistry, 70, 925-931 (2005)
The Journal of Organic Chemistry, 57, 2768-2768 (1992)
European Journal of Organic Chemistry, 2669-2669 (2006)
Chemical Reviews, 94, 2483-2483 (1994)

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