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Merck
CN

392766

AD-mix-β

Synonym(s):

AD-mix-beta

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About This Item

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

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 key

YUCBLVFHJWOYDN-HVLQGHBFSA-N

form

powder

Quality Level

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.

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.

Legal Information

Sold under license from Rhodia Pharma Solutions.

Other Notes

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

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
European Journal of Organic Chemistry, 2669-2669 (2006)
Chemical Reviews, 94, 2483-2483 (1994)
The Journal of Organic Chemistry, 57, 2768-2768 (1992)

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