모든 사진(1)

문서

456713

(DHQD)₂AQN

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

95%

동의어(들):

Hydroquinidine (anthraquinone-1,4-diyl) diether

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모든 사진(1)

About This Item

실험식(Hill 표기법):

C₅₄H₅₆N₄O₆

CAS Number:

176298-44-5

Molecular Weight:

857.05

MDL number:

MFCD00467216

UNSPSC 코드:

12352005

PubChem Substance ID:

329756886

NACRES:

NA.22

추천 제품

Slide 1 of 10

1 of 10

Sigma-Aldrich

392731

(DHQD)₂PHAL

Sigma-Aldrich

418951

(DHQD)₂Pyr

Sigma-Aldrich

392723

(DHQ)₂PHAL

Sigma-Aldrich

418978

(DHQ)₂Pyr

Sigma-Aldrich

456705

(DHQ)₂AQN

Sigma-Aldrich

209104

Potassium osmate(VI) dihydrate

Sigma-Aldrich

392766

AD-mix-β

Sigma-Aldrich

677086

(11bS)-(+)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide

Sigma-Aldrich

392758

AD-mix-α

Sigma-Aldrich

524433

N-Benzylcinchonidinium bromide

분석

95%

형태

solid

광학 활성

[α]/D -498°

mp

165 °C (lit.)

SMILES string

CC[C@@H]1CN2CCC1CC2[C@@H](Oc3ccc(O[C@H](C4CC5CCN4C[C@H]5CC)c6ccnc7ccc(OC)cc67)c8C(=O)c9ccccc9C(=O)c38)c%10ccnc%11ccc(OC)cc%10%11

InChI

1S/C54H56N4O6/c1-5-31-29-57-23-19-33(31)25-45(57)53(39-17-21-55-43-13-11-35(61-3)27-41(39)43)63-47-15-16-48(50-49(47)51(59)37-9-7-8-10-38(37)52(50)60)64-54(46-26-34-20-24-58(46)30-32(34)6-2)40-18-22-56-44-14-12-36(62-4)28-42(40)44/h7-18,21-22,27-28,31-34,45-46,53-54H,5-6,19-20,23-26,29-30H2,1-4H3/t31-,32-,33+,34+,45-,46-,53+,54+/m1/s1

InChI key

ARCFYUDCVYJQRN-ZPCQJLRDSA-N

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

(DHQD)₂AQN is a biscinchona alkaloid.

애플리케이션

(DHQD)₂AQN may be used to:

Catalyze the asymmetric cyanation of ketones to form tertiary cyanohydrin carbonates.
Facilitate the asymmetric ring opening of terminal N-nosylaziridines with trimethylsilyl cyanide.

Superior ligand for asymmetric dihydroxylation reactions of most olefins bearing aliphatic substituents or olefins having heteroatoms in the allylic position.

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

dust mask type N95 (US), Eyeshields, Gloves

시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 3

1 of 3

Sigma-Aldrich

337714

Hydroquinine

Sigma-Aldrich

857270

(+)-Cinchonine

Sigma-Aldrich

145904

Quinine

A highly enantioselective chiral Lewis base-catalyzed asymmetric cyanation of ketones.

Tian SK and Deng L.

Journal of the American Chemical Society, 123(25), 6195-6196 (2001)

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

Michael Wilking et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 22(51), 18601-18607 (2016-10-12)

The cinchona alkaloid dimer (DHQD)2 PHAL has been shown to be a broadly applicable catalyst for asymmetric halogenations. However, this catalyst does not have to be dimeric and a class of monomeric quinidine and quinine-derived catalysts was prepared, often showing

Asymmetric recognition and sequential ring opening of 2-substituted-N-nosylaziridines with (DHQD) 2AQN and TMSNu.

Minakata S, et al.

Organic & Biomolecular Chemistry, 7(4), 641-643 (2009)

Eecker, H. Sharpless, K.B.

Angewandte Chemie (International Edition in English), 35, 448-448 (1996)

문서

Cinchona Alkaloids

Asymmetric phase-transfer catalysis (PTC) has been recognized as a “green” alternative to many homogeneous synthetic organic transformations, and has found widespread application. Synthetically modified cinchona alkaloids are typical chiral organocatalysts used in asymmetric PTC.

문서

(DHQD)₂AQN