4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid

Base Information

• Chemical Name: 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid
• CAS No.: 1262406-79-0
• Molecular Formula: C₁₃H₂₃NO₄
• Molecular Weight: 257.33
• Mol file: 1262406-79-0.mol

Synonyms:

Chemical Property of 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid

Chemical Property:

• Boiling Point: 396.2±31.0 °C(Predicted)
• PKA: 5.03±0.44(Predicted)
• Density: 1.11±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

4-((Tert-Butoxycarbonyl)Amino)-1-MethylcyclohexanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid

There total 4 articles about 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic 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: 99.0%

ethyl 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylate → 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid (1262406-79-0)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; ethanol; at 50 ℃; for 12h;

Reference yield:

ethyl 1-methyl-4-oxo-1-cyclohexanecarboxylate (147905-77-9) → 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid (1262406-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia; palladium 10% on activated carbon; hydrogen / methanol / 24 h

2: triethylamine / methanol / 4 h / 20 °C

3: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 18 h / 50 - 60 °C

With lithium hydroxide monohydrate; palladium 10% on activated carbon; ammonia; hydrogen; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.jmedchem.6b01584

Reference yield:

ethyl 4-amino-1-methyl-cyclohexanecarboxylate (1357280-81-9) → 4-((tert-butoxycarbonyl)amino)-1-methylcyclohexanecarboxylic acid (1262406-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 4 h / 20 °C

2: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 18 h / 50 - 60 °C

With lithium hydroxide monohydrate; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.jmedchem.6b01584

upstream raw materials:

ethyl 1-methyl-4-oxo-1-cyclohexanecarboxylate

ethyl 4-amino-1-methyl-cyclohexanecarboxylate

Refernces

• 1、 Basu, Sujay,Barawkar, Dinesh A.,Thorat, Sachin,Shejul, Yogesh D.,Patel, Meena,Naykodi, Minakshi,Jain, Vaibhav,Salve, Yogesh,Prasad, Vandna,Chaudhary, Sumit,Ghosh, Indraneel,Bhat, Ganesh,Quraishi, Azfar,Patil, Harish,Ansari, Shariq,Menon, Suraj,Unadkat, Vishal,Thakare, Rhishikesh,Seervi, Madhav S.,Meru, Ashwinkumar V.,De, Siddhartha,Bhamidipati, Ravi K.,Rouduri, Sreekanth R.,Palle, Venkata P.,Chug, Anita,Mookhtiar, Kasim A.. "Design, synthesis of novel, potent, selective, orally bioavailable adenosine A2A receptor antagonists and their biological evaluation". . p. 681 - 694. Retrieved 2017/02/05.