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392731

(DHQD)2PHAL

greener alternative

≥95%

别名:

氢化奎尼定 1,4-(2,3-二氮杂萘)二醚

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关于此项目

经验公式（希尔记法）:
C48H54N6O4
化学文摘社编号:
140853-10-7
分子量:
778.98
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24864481
MDL number:
MFCD00198107
Beilstein/REAXYS Number:
5475678
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Quality Level

200

assay

≥95%

form

powder

optical activity

[α]22/D −262°, c = 1.2 in methanol

greener alternative product score

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

greener alternative product characteristics

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

Greener Alternative Product

mp

160 °C (dec.) (lit.)

greener alternative category

, Re-engineered

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

General description

(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.

Application

Hydroquinidine 1,4-phthalazinediyl diether [(DHQD)2PHAL] can be used:
  • As a ligand for Sharpless asymmetric dihydroxylation.
  • For enantioselective α-fluorination of carbonyl compounds.

(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.

Legal Information

经 Rhodia Pharma Solutions 授权销售。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000257139
0000215490
0000257139
0000215490
0000208742

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相关内容

Sharpless Group – Professor Product Portal

The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.

The DOZN™ Scorecard
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)
Tetrahedron Asymmetry, 16, 3913-3913 (2005)
(DHQD) 2 PHAL ligand-accelerated Cu-catalyzed azide-alkyne cycloaddition reactions in water at room temperature.
Ali AA, et al.
Royal Society of Chemistry Advances, 4(110), 64388-64392 (2014)
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全球贸易项目编号

货号GTIN
392731-1G04061835515455