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(DHQ)2PHAL

ALDRICH/392723 - ≥95%

Synonym: Hydroquinine 1,4-phthalazinediyl diether

CAS Number: 140924-50-1
Empirical Formula (Hill Notation): C48H54N6O4
Molecular Weight: 778.98
MDL Number: MFCD00191975
Linear Formula: C48H54N6O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-392723-500MG 500 mg
$141.00
1/EA
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assay ≥95%
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
mp 178 °C (dec.) (lit.)
optical activity [α]22/D +336°, c = 1.2 in methanol
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
Application: (DHQ)2PHAL may be used in the following processes:
• As a catalyst Asymmetric and chemoselective N-allylic alkylation of indoles with Morita-Baylis-Hillman carbonates to form pyrrolo[1,2-a]indole and pyrrolo[3,2,1-ij]quinoline derivatives.
• As a ligand for the osmium catalyzed-Sharpless asymmetric dihydroxylation step of (S)-a-benzoyloxy carboxylic acids multistep synthesis.
• As a ligand for the carbamate based asymmetric aminohydroxylation of styrene derivatives to form N-carbamate protected R-arylglycinols.
Application: Ligand for Sharpless Asymmetric Dihydroxylation employed in an enantioselective preparation of syn-3,5-hydroxycarboxylates from (E,E)- or (E,Z)-1,3-dienoates.
General description: DHQ)2PHAL is a modified cinchona alkaloid.
Packaging: 500 mg in glass bottle
Physical form: Asymmetric dihydroxylation of unsaturated esters with trisubstituted C=C bonds.
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H317
Precautionary statements P280 - P302 + P352
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95%
mp 178 °C (dec.) (lit.)
UNSPSC 12352005

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