(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
assay | ≥95% |
InChI | 1S/C48H54N6O4/c1-5-29-27- |
InChI key | YUCBLVFHJWOYDN-PPIALRKJSA |
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]( |
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 |
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 |