(1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide

Base Information

• Chemical Name: (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide
• CAS No.: 712356-14-4
• Molecular Formula: C₂₅H₃₀N₂O₂
• Molecular Weight: 390.525
• Mol file: 712356-14-4.mol

Synonyms:(1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide

Chemical Property of (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide

There total 4 articles about (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide 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:

phenylglyoxylic acid ethyl ester (1603-79-8) → (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide (712356-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 0 - 20 °C

2: KOH / methanol / 20 °C

3: 1-hydroxybenzotriazole; N-methylmorpholine; N-ethyl-N'-(3-dimethylaminopropyl)-N'-ethylcarbodiimide*HCl / dimethylformamide

With 4-methyl-morpholine; potassium hydroxide; benzotriazol-1-ol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.06.081

Reference yield:

2-cyclopentyl-2-hydroxy-2-phenylacetic acid ethyl ester (16098-80-9) → (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide (712356-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol / 20 °C

2: 1-hydroxybenzotriazole; N-methylmorpholine; N-ethyl-N'-(3-dimethylaminopropyl)-N'-ethylcarbodiimide*HCl / dimethylformamide

With 4-methyl-morpholine; potassium hydroxide; benzotriazol-1-ol; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.06.081

Reference yield:

2-cyclopentyl-2-hydroxy-2-phenylacetic acid (427-49-6) + (1α,5α,6α)-3-N-benzyl-6-amino-3-aza-bicyclo[3.1.0]hexane (151860-17-2) → (1α, 5α ,6α)-6-N-(3-azabicyclo[3.1.0] hexyl-3-benzyl)-2-cyclopentyl-2-hydroxy-2-phenyl acetamide (712356-14-4)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.06.081

upstream raw materials:

2-cyclopentyl-2-hydroxy-2-phenylacetic acid

(1α,5α,6α)-3-N-benzyl-6-amino-3-aza-bicyclo[3.1.0]hexane

phenylglyoxylic acid ethyl ester

2-cyclopentyl-2-hydroxy-2-phenylacetic acid ethyl ester

Downstream raw materials:

(1α, 5α, 6α)-6-N-(3-azabicyclo-[3.1.0] hexyl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide

(1α, 5α, 6α)-6-N-(3-azabicyclo [3.1.0] hexyl-3-(4-methyl-3-pentenyl))-2-cyclopentyl-2-hydroxy-2-phenyl acetamide

Refernces

• 1、 -. "3,6-DISUBSTITUTED AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS MUSCARINIC RECEPTOR ANTAGONISTS". Page 59. . Retrieved 2010/02/07.