1619-34-7

Basic information

• Product Name: 3-Quinuclidinol
• Synonyms: 1-AZABICYCLO[2.2.2]OCTAN-3-OL;3-HYDROXYCHINUCLIDIN;3-QUINUCLIDINOL;3-HYDROXYQUINUCLIDINE;3-HYDROXYQUINUELIDINE;3-Hydroxy-1-azabicyclo[2.2.2]octane;Quinuclidine-3-ol;Quinuclidinol
• CAS NO: 1619-34-7
• Molecular Formula: C₇H₁₃NO
• Molecular Weight: 127.18
• EINECS: 216-578-4
• Product Categories: Pharmaceutical material and intermeidates;Quinuclidine derivatives;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1619-34-7.mol
• Article Data: 46

Chemical Properties

• Melting Point: 220-223 °C(lit.)
• Boiling Point: 235.98°C (rough estimate)
• Flash Point: 97.7 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.0083 (rough estimate)
• Vapor Pressure: 0.0545mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• Storage Temp.: 2-8°C
• PKA: 14.75±0.20(Predicted)
• Water Solubility: soluble
• Sensitive: Air Sensitive
• Merck: 14,8082
• BRN: 104327
• CAS DataBase Reference: 3-Quinuclidinol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinuclidinol(1619-34-7)
• EPA Substance Registry System: 3-Quinuclidinol(1619-34-7)

Safety Data

• Hazard Codes: C,F
• Statements: 34-11
• Safety Statements: 26-36/37/39-45-16
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• RTECS: VD6191700
• F: 34
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1619-34-7(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline Solid

Uses

Different sources of media describe the Uses of 1619-34-7 differently. You can refer to the following data:
1. Hypotensive. Synthon for preparation of cholinergic receptor ligands and anesthetics
2. 3-Quinuclidinol acts as a chiral building block for various antimuscarinic agents and other active pharmaceutical ingredients. It serves as a catalyst for condensation of methyl vinyl ketone with aldehydes. It is also used as a reagent for cleavage of beta-keto and vinylogous beta-keto esters. Further, it plays an important role as a synthon in the preparation of cholinergic receptor ligands and anesthetics. In addition to this, it is used in chemoselective alfa-iodination of acrylic esters through Morita-Baylis-Hillman reaction.

Definition

ChEBI: Quinuclidine in which a hydrogen atom at position 3 is substituted by a hydroxy group.

Hazard

Mutation.

InChI:InChI=1/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2/p+1/t7-/m1/s1

Upstream product

• 3731-38-2 3-Quinuclidinone 
• 6581-06-2 quinuclidinyl benzilate 
• 34286-16-3 2-ethoxycarbonyl-3-quinuclidinone 
• 1838-39-7 ethyl N-ethoxycarbonylmethyl-4-piperidinecarboxylate 
• 73997-55-4 3-Hydroxy-1-[2-(4-nitro-phenyl)-ethyl]-1-azonia-bicyclo[2.2.2]octane 
• 1193-65-3 3-quinuclidinone hydrochloride 
• 1200405-02-2 (S)-quinuclidin-3-ol butyric acid salt 
• 946513-99-1 4-nitrobenzoic acid (S)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester fumarate 
• 827-61-2 3-acetoxyquinuclidine 
• 603121-51-3 isobutyric acid 1-aza-bicyclo[2.2.2]oct-3-yl ester 
• 65732-89-0 quinuclidin-3-yl butyrate b 
• 221671-41-6 (S)-quinuclidin-3-yl benzoate 

Downstream Products

• 62078-97-1 3-(Diphenylacetyloxy)quinuclidine 
• 827-61-2 3-acetoxyquinuclidine 
• 98061-93-9 quinuclidin-3-yl tosylate 
• 13929-94-7 1-azabicyclo[2.2.2]oct-2-ene 
• 33601-77-3 3-chloro-1-azabicyclo[2.2.2]octane hydrochloride 
• 6581-06-2 quinuclidinyl benzilate 
• 3684-26-2 (S)-quinuclidin-3-ol 
• 25333-42-0 (R)-quinuclidin-3-ol 
• 124838-74-0 (S)-1-Butyl-3-hydroxy-1-azonia-bicyclo[2.2.2]octane; bromide 
• 14609-74-6 p-nitrophenolate 
• 100-76-5 Quinuclidine 
• 62078-97-1 (R)-diphenylacetic acid quinuclidin-3-yl ester 

Relevant articles and documents

Asymmetric hydrogenation of bicyclic ketones catalyzed by BINAP/IPHAN-Ru(II) complex

(Equation Presented). Hydrogenation of 3-quinuclidinone and bicyclo[2.2.2]octan-2-one with a combined catalyst system of RuCl 2[(S)-binap][(R)-iphan] and t-C4H9OK in 2-propanol afforded the chiral alcohols in 97-98% ee. 2-Diphenylmethyl-3- quinuclidinone was hydrogenated with the same catalyst to the cis alcohol with perfect diastereo-and enantioselectivity. The reaction of unsymmetrical ketones with a bicyclo[2.2.1] or-[2.2.2] skeleton gave the corresponding alcohols with high stereoselectivity.

Industrially viable preparation of (R)-3-Quinuclidinol, a key building block of muscarine M1, M3 agonists and M3 antagonists

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Assessing the reliability of the NIST library during routine GC-MS analyses: Structure and spectral data corroboration for 5,5-diphenyl-1,3-dioxolan-4-one during a recent OPCW proficiency test

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Pincerlike molybdenum complex and preparation method thereof, catalytic composition and application thereof, and alcohol preparation method

The invention discloses a clamp-type molybdenum complex, a preparation method, a corresponding catalyst composition and application. The method comprises the steps: obtaining 9 molybdenum complexes with different structures through coordination reaction of 2-(substituent ethyl)-(5, 6, 7, 8-tetrahydroquinolyl) amine and a corresponding carbonyl molybdenum metal precursor; and catalyzing a ketone compound transfer hydrogenation reaction through a molybdenum complex to generate 40 alcohol compounds. The preparation method of the molybdenum complex is simple, high in yield and good in stability. For a transfer hydrogenation reaction of ketone, the molybdenum-based catalytic system has high catalytic activity and small molybdenum loading capacity, is used for production of aromatic and aliphatic alcohols, and has the advantages of simple method, small environmental pollution and high yield.

Preparation method of optical activity 3-quinuclidinol

The invention relates to an intermediate synthesis method, belongs to the field of organic synthesis, and particularly relates to a preparation method of optical activity 3-quinuclidinol with the advantages that the operation is simple and convenient, the cost is low, and the method is suitable for industrial production. An intermediate of 3-quinuclidinol is obtained by using 4-nipecotic acid as astarting material through esterification, nucleophilic substitution, Dieckmann condensation, decarboxylation, salification, reduction, acetylization, chemical resolution and the like. The reaction formula is shown in the description.