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392758

AD-mix-α

Name: AD-mix-α
Brand: ALDRICH

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Synonym(s):

AD-mix-alpha

MDL number:

MFCD00191975

PubChem Substance ID:

329755835

form

powder

Quality Level

200

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-/m1/s1

InChI key

YUCBLVFHJWOYDN-PPIALRKJSA-N

Related Categories

Chiral Catalysts & Ligands

General description

Contains chiral ligand (DHQ)₂PHAL

Application

AD-mix-α has been used in the asymmetric dihydroxylation (AD) step of synthesizing (+)-enantiomeric form of a potent anti-inflammatory methyl picolinate alkaloid from methyl 5-bromopicolinate.

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:
(DHQ)₂PHAL (Cat. No. 392723)0.0016 mole
Potassium carbonate, powder0.4988 mole
Potassium ferricyanide0.4988 mole
Potassium osmate dihydrate0.0007 mole

Pictograms

GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315 - H319 - H335 - H411

Precautionary Statements

P261 - P264 - P271 - P273 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH032

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Aldrichimica Acta, 27, 70-70 (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)

Chemical Reviews, 94, 2483-2483 (1994)

European Journal of Organic Chemistry, 2669-2669 (2006)

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