2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid

Base Information

• Chemical Name: 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid
• CAS No.: 1613269-64-9
• Molecular Formula: C₂₀H₃₆N₂O₆
• Molecular Weight: 400.516
• Mol file: 1613269-64-9.mol

Synonyms:2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid

Chemical Property of 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid

There total 5 articles about 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid 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: 67.0%

ethyl 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetate (1613269-62-7) → 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid (1613269-64-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; ethanol; water; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00911

Reference yield:

ethyl 2-((1r,4r)-4-aminocyclohexyl)acetate hydrochloride (76308-26-4) → 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid (1613269-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

1.2: 18 h / Reflux; Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / Reflux; Inert atmosphere

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran; ethanol / 5 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.9b00911

Reference yield:

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) → 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid (1613269-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

1.2: 18 h / Reflux; Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / Reflux; Inert atmosphere

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran; ethanol / 5 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.9b00911

upstream raw materials:

ethyl 2-((1r,4r)-4-aminocyclohexyl)acetate hydrochloride

2-(tert-butoxycarbonylamino)ethyl bromide

ethyl 2-(trans-4-((2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetate

ethyl 2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetate

Downstream raw materials:

[(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester