392758

AD-mix-α

• Synonym(s): AD-mix-alpha
• MDL number: MFCD00191975
• UNSPSC Code: 12352005
• PubChem Substance ID: 329755835
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H315,H319,H335,H411
• pcodes: 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
• supp_hazards: EUH032
• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable