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253340

Sigma-Aldrich

3-Quinuclidinol

99%

Sinonimo/i:

1-Azabicyclo[2.2.2]octan-3-ol, 3-Hydroxyquinuclidine

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5 G
53,90 €
25 G
102,90 €

53,90 €

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5 G
53,90 €
25 G
102,90 €

About This Item

Formula empirica (notazione di Hill):
C7H13NO
Numero CAS:
1619-34-7
Peso molecolare:
127.18
Beilstein:
80122
Numero CE:
216-578-4
Numero MDL:
MFCD00151326
Codice UNSPSC:
12352100
ID PubChem:
24855306
NACRES:
NA.22

53,90 €

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Livello qualitativo

100

Saggio

99%

Punto di fusione

220-223 °C (lit.)

Gruppo funzionale

hydroxyl

Stringa SMILE

OC1CN2CC[C@H]1CC2

InChI

1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2
IVLICPVPXWEGCA-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

(R)-3-Quinuclidinol is a valuable compound for the production of various pharmaceuticals[1].

Applicazioni

3-Quinuclidinol has been used:
  • as chiral building block for many antimuscarinic agents[2]
  • in chemoselective α−iodination of various simple and multi-functionalised acrylic esters via Morita-Baylis-Hillman protocol[3]
  • as reagent for cleavage of β-keto and vinylogous β-keto esters[4]
  • as synthon for the preparation of cholinergic receptor ligands[5][6] and anesthetics[7]
  • as catalyst for condensation of methyl vinyl ketone with aldehydes[8]

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
MKCX6068
MKCX3875
MKCW9340
MKCW3920
MKCV3532

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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

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Khim.-Farm. Zh., 26, 12-12 (1992)
Tetrahedron Letters, 31, 4509-4509 (1990)
V I Cohen et al.
Journal of medicinal chemistry, 34(10), 2989-2993 (1991-10-01)
Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By
Wen-Xia Zhang et al.
Organic letters, 15(19), 4917-4919 (2013-09-21)
A new keto reductase (ArQR), identified from Agrobacterium radiobacter ECU2556, can efficiently reduce 3-quinuclidinone in excellent enantioselectivity and high space-time yield for the synthesis of (R)-3-quinuclidinol, a chiral building block of many antimuscarinic agents. This is the first time that
Selective Cleavage of ?-Keto and Vinylogous ?-Keto Esters by 3-Quinuclidinol.
Parish EJ, et al.
Synthetic Communications, 5(5), 341-345 (1975)
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Domande

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 risposta

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 risposta

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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