(2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine

Base Information

• Chemical Name: (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine
• CAS No.: 219794-81-7
• Molecular Formula: C10H19 N O
• Molecular Weight: 169.267
• Mol file: 219794-81-7.mol

Synonyms:(1S,2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine

Chemical Property of (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine

Chemical Property:

• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 252.6°C at 760 mmHg
• Flash Point: 106°C
• PSA: 23.47000
• Density: 1.04g/cm³
• LogP: 1.03700
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine ≥98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine

There total 1 articles about (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

[(2R,4S,5R)-2-hydroxymethyl-5-vinyl-2-quinuclidine] (207129-35-9) → ((2R,4S,5R)-5-Ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol (219794-81-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 8h;

DOI:10.1016/S0957-4166(01)00342-1

Reference yield:

((2R,4S,5R)-5-Ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol (219794-81-7) → (2R,4S,5R)-2-diphenylphosphinomethyl-5-ethyl-quinuclidine

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq.HCl / ethanol / 0.5 h / 20 °C

1.2: 56 percent / thionyl chloride / CHCl₃ / 2 h / Heating

2.1: 24 percent / potassium tert-butoxide / tetrahydrofuran / Heating

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; ethanol;

DOI:10.1016/S0022-328X(01)01148-2

Reference yield:

(1S,2R,4S,5R)-2-(hydroxymethyl)-5-ethyl-1-azabicyclo[2.2.2]octane (219794-81-7) → (1S,2R,4S,5R)-2-(aminomethyl)-5-ethyl-1-azabicyclo[2.2.2]octane (475160-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / (C₆H₅)3P; diethyl azodicarboxylate; HN₃ / 2.5 h / Heating

2: 54 percent / H₂ / Pd/C

With tris-(2-chloro-ethyl)-amine; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal;

DOI:10.1016/S0957-4166(02)00320-8

upstream raw materials:

[(2R,4S,5R)-2-hydroxymethyl-5-vinyl-2-quinuclidine]

Downstream raw materials:

(1S,2R,4S,5R)-2-(aminomethyl)-5-ethyl-1-azabicyclo[2.2.2]octane

Refernces

• 1、 Pellet-Rostaing, Stephane,Saluzzo, Christine,Ter Halle, Rob,Breuzard, Jeremy,Vial, Laurent,Le Guyader, Frederic,Lemaire, Marc. "Grignard cross-coupling catalyzed by chiral phosphino-quincorine and phosphino-quincoridine derivatives". . p. 1983 - 1985. Retrieved 2007/10/03.