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392731

(DHQD)₂PHAL

Name: (DHQD)<SUB>2</SUB>PHAL
Brand: ALDRICH

≥95%

别名:

氢化奎尼定 1,4-(2,3-二氮杂萘)二醚

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About This Item

经验公式（希尔记法）:

C₄₈H₅₄N₆O₄

CAS号:

140853-10-7

分子量:

778.98

Beilstein:

5475678

MDL编号:

MFCD00198107

UNSPSC代码:

12352005

PubChem化学物质编号:

24864481

NACRES:

NA.22

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(DHQD)₂AQN

方案

≥95%

表单

powder

旋光性

[α]22/D −262°, c = 1.2 in methanol

环保替代产品得分

old score: 5
new score: 3
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环保替代产品特性

Waste Prevention
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Inherently Safer Chemistry for Accident Prevention
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sustainability

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mp

160 °C (dec.) (lit.)

环保替代产品分类

, Re-engineered

SMILES字符串

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

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一般描述

(DHQD)₂PHAL is a dimer that can be used as a chiral amine catalyst for asymmetric halogenations.[1][2]

(DHQD)₂PHAL is a modified cinchona alkaloid derivative mainly used as a ligand for enantioselective catalysis.[3]

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.

应用

(DHQD)₂PHAL may be used as ligand for:

Osmium trioxide catalyzed asymmetric dihydroxylation of olefins.[3]
Palladium catalyzed Suzuki-Miyaura coupling of aryl/heteroaryl halides with aryl boronic acids in aqueous medium and in the absence of phosphine/organic solvent.[4]
Copper(I)-catalyzed azide-alkyne cycloaddition reaction to synthesize 1,2,3-triazoles in water.[5]

Hydroquinidine 1,4-phthalazinediyl diether [(DHQD)₂PHAL] can be used:

As a ligand for Sharpless asymmetric dihydroxylation.[6]
For enantioselective α-fluorination of carbonyl compounds.[7]

法律信息

经 Rhodia Pharma Solutions 授权销售。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品

技术规格说明书

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)

Synthesis of enantiomerically enriched Baylis--Hillman alcohols from their acetates: combination of kinetic resolution during the salt formation with (DHQD) 2PHAL and following asymmetric induction during hydrolysis with NaHCO3 as a water surrogate

Kim J, et al.

Tetrahedron Letters, 43, 9141-9146 (2002)

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)

Monomeric Cinchona Alkaloid-Based Catalysts for Highly Enantioselective Bromolactonisation of Alkynes

Wilking M, et al.

Chemistry?A European Journal , 22, 18601-18607 (2016)

Tetrahedron Asymmetry, 16, 3913-3913 (2005)

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(DHQD)₂PHAL