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Key Documents

392731

Sigma-Aldrich

(DHQD)2PHAL

greener alternative

≥95%

동의어(들):

Hydroquinidine 1,4-phthalazinediyl diether

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About This Item

실험식(Hill 표기법):
C48H54N6O4
CAS Number:
Molecular Weight:
778.98
Beilstein:
5475678
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

분석

≥95%

형태

powder

광학 활성

[α]22/D −262°, c = 1.2 in methanol

환경친화적 대안 제품 점수

old score: 5
new score: 3
Find out more about DOZN™ Scoring

환경친화적 대안 제품 특성

Waste Prevention
Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

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mp

160 °C (dec.) (lit.)

환경친화적 대안 카테고리

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-/m0/s1

InChI key

YUCBLVFHJWOYDN-HVLQGHBFSA-N

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일반 설명

(DHQD)2PHAL is a dimer that can be used as a chiral amine catalyst for asymmetric halogenations.

(DHQD)2PHAL is a modified cinchona alkaloid derivative mainly used as a ligand for enantioselective catalysis.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses”, "Safer Solvents and Auxiliaries" and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

애플리케이션

(DHQD)2PHAL may be used as ligand for:
  • Osmium trioxide catalyzed asymmetric dihydroxylation of olefins.
  • Palladium catalyzed Suzuki-Miyaura coupling of aryl/heteroaryl halides with aryl boronic acids in aqueous medium and in the absence of phosphine/organic solvent.
  • Copper(I)-catalyzed azide-alkyne cycloaddition reaction to synthesize 1,2,3-triazoles in water.
Hydroquinidine 1,4-phthalazinediyl diether [(DHQD)2PHAL] can be used:
  • As a ligand for Sharpless asymmetric dihydroxylation.
  • For enantioselective α-fluorination of carbonyl compounds.

법적 정보

Sold under license from Rhodia Pharma Solutions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

이미 열람한 고객

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1 of 1

Pd (OAc) 2 and (DHQD) 2 PHAL as a simple, efficient and recyclable/reusable catalyst system for Suzuki-Miyaura cross-coupling reactions in H 2 O at room temperature.
Saikia B, et al.
New. J. Chem., 39(4), 2440-2443 (2015)
Syntheses and crystal structures of the cinchona alkaloid derivatives used as ligands in the osmium-catalyzed asymmetric dihydroxylation of olefins.
Amberg W, et al.
The Journal of Organic Chemistry, 58(4), 844-849 (1993)
Enantioselective fluorination mediated by cinchona alkaloid derivatives/selectfluor combinations: Reaction scope and structural information for N-fluorocinchona alkaloids.
Shibata N, et al.
Journal of the American Chemical Society, 123(29), 7001-7009 (2001)
Tetrahedron Asymmetry, 16, 3913-3913 (2005)
Chemical Fixation of Carbon Dioxide Co-Catalyzed by a Combination of Schiff Bases or Phenols and Organic Bases.
Shen YM, et al.
European Journal of Organic Chemistry, 2004(14), 3080-3089 (2004)

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