(1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

Base Information

• Chemical Name: (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane
• CAS No.: 423165-07-5
• Molecular Formula: C13H22 N4
• Molecular Weight: 234.344
• Hs Code.: 2933592000
• Mol file: 423165-07-5.mol

Synonyms:UK 408027

Chemical Property of (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

Chemical Property:

• Melting Point: 117 ºC
• Boiling Point: 402.4±55.0 °C(Predicted)
• PKA: 10.71±0.40(Predicted)
• PSA: 42.74000
• Density: 1.31
• LogP: 2.49420
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform

Purity/Quality:

98%,99%, ^*data from raw suppliers

Des[1-(4,4-difluorocyclohexanecarboxamido)-1-phenylpropyl]Maraviroc ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Maraviroc. A metabolite of Maraviroc

Technology Process of (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

There total 7 articles about (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane 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%

exo-8-benzyl-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane (423165-13-3) → UK-408027 (423165-07-5)

Guidance literature:

With hydrogen; palladium hydroxide on carbon; In ethanol; at 20 ℃; for 18h;

Reference yield:

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime (76272-34-9) → UK-408027 (423165-07-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium; pentan-1-ol / 2 h / Reflux

2.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C

3.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice

3.2: 10 - 20 °C

3.3: pH 12 / Cooling with ice

4.1: ammonium formate / palladium 10% on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere

With pentan-1-ol; phosphorus pentachloride; ammonium formate; sodium; sodium carbonate; palladium 10% on activated carbon; In ethanol; dichloromethane; water;

Reference yield:

acetonedicarboxylic acid (542-05-2) → UK-408027 (423165-07-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride; water / 1 h / Reflux

1.2: 6 h / 0 - 50 °C

1.3: pH 12

2.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux

3.1: sodium; pentan-1-ol / 2 h / Reflux

4.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C

5.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice

5.2: 10 - 20 °C

5.3: pH 12 / Cooling with ice

6.1: ammonium formate / palladium 10% on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere

With pyridine; hydrogenchloride; pentan-1-ol; phosphorus pentachloride; hydroxylamine hydrochloride; water; ammonium formate; sodium; sodium carbonate; palladium 10% on activated carbon; In ethanol; dichloromethane; water;

upstream raw materials:

exo-8-benzyl-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime

acetonedicarboxylic acid

N-benzyltropinone

Downstream raw materials:

(S)-d2-{3-[3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-1-phenyl-propyl}-carbamic acid tert-butyl ester

1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-(3-isopropyl-5-methyl-4-hydro-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide

Refernces

• 1、 -. "AMIDE COMPOUNDS, THEIR PHARMACEUTICAL COMPOSITIONS, THEIR PREPARATION METHOD AND THEIR USES". Page/Page column 21. . Retrieved 2011/10/19.
• 2、 -. "PREPARATION AND UTILITY OF CCR5 INHIBITORS". Page/Page column 41. . Retrieved 2008/12/06.