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重要文件

392731

Sigma-Aldrich

(DHQD)2PHAL

greener alternative

≥95%

同義詞:

氢化奎尼定 1,4-(2,3-二氮杂萘)二醚

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About This Item

經驗公式(希爾表示法):
C48H54N6O4
CAS號碼:
分子量::
778.98
Beilstein:
5475678
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

化驗

≥95%

形狀

powder

光學活性

[α]22/D −262°, c = 1.2 in methanol

環保替代產品評分

old score: 5
new score: 3
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環保替代產品特色

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.)

環保替代類別

SMILES 字串

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 密鑰

YUCBLVFHJWOYDN-HVLQGHBFSA-N

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一般說明

(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.

應用

(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.

法律資訊

经 Rhodia Pharma Solutions 授权销售。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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存取文件庫

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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