methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate

Base Information

• Chemical Name: methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate
• CAS No.: 220145-20-0
• Molecular Formula: C₁₄H₂₅NO₄
• Molecular Weight: 271.357
• Mol file: 220145-20-0.mol

Synonyms:methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate

Chemical Property of methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate

There total 3 articles about methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate 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: 57.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 1-(aminomethyl)cyclohexanecarboxylate (99092-04-3) → methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate (220145-20-0)

Guidance literature:

In dichloromethane; cyclohexane; for 16h; Ambient temperature;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2218::AID-HLCA2218>3.0.CO;2-0

Reference yield:

methyl 1-cyanocyclohexane-1-carboxylate (58920-80-2) → methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate (220145-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney-Ni / methanol / 22 h / 40 °C / 3000.24 Torr

2: 57 percent / cyclohexane; CH₂Cl₂ / 16 h / Ambient temperature

With hydrogen; nickel; In methanol; dichloromethane; cyclohexane;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2218::AID-HLCA2218>3.0.CO;2-0

Reference yield:

1,5-dibromo-pentane (111-24-0) → methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate (220145-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 16 h / 100 °C / Reflux

2: cobalt(II) chloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C

3: iodine / neat (no solvent) / 6 h / 20 °C

With sodium tetrahydroborate; 18-crown-6 ether; iodine; potassium carbonate; cobalt(II) chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.201200537

upstream raw materials:

di-tert-butyl dicarbonate

methyl 1-(aminomethyl)cyclohexanecarboxylate

methyl 1-cyanocyclohexane-1-carboxylate

1,5-dibromo-pentane

Downstream raw materials:

methyl 1-(aminomethyl)cyclohexanecarboxylate

C₂₃H₃₅N₃O₄

C₂₀H₃₇N₃O₄

Boc-β^2,2-HAc6c-β^2,2-HAc6c-β^2,2-HAc6c-OMe