Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]-

Base Information

• Chemical Name: Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]-
• CAS No.: 824938-95-6
• Molecular Formula: C₁₂H₂₄N₂O
• Molecular Weight: 212.335
• DSSTox Substance ID: DTXSID10478756
• Wikidata: Q82312332
• Mol file: 824938-95-6.mol

Synonyms:824938-95-6;Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]-;DTXSID10478756

Chemical Property of Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.188863393
• Heavy Atom Count: 15
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C)C1CCCCC1NC(=O)C
• Isomeric SMILES: CC(C)N(C)[C@@H]1CCCC[C@H]1NC(=O)C

Technology Process of Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]-

There total 4 articles about Acetamide, N-[(1R,2R)-2-[methyl(1-methylethyl)amino]cyclohexyl]- 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:

cyclohexane-1,2-epoxide (286-20-4) → (1R,2R)-N-[2-(N'-isopropyl-N'-methylamino)cyclohexyl]acetamide (824938-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 18 h / Heating

2.1: MsCl; Et₃N / diethyl ether / 0 - 20 °C

2.2: aq. NH₃ / diethyl ether / 16 h / 20 °C

3.1: Candida antarctica lipase B / 6 h / 28 °C

With Candida antarctica lipase B; methanesulfonyl chloride; triethylamine; In diethyl ether; ethanol;

DOI:10.1002/chem.200400607

Reference yield:

(+/-)-(1S,2S)-2-(N-isopropyl-N-methylamino)cyclohexanol → (1R,2R)-N-[2-(N'-isopropyl-N'-methylamino)cyclohexyl]acetamide (824938-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MsCl; Et₃N / diethyl ether / 0 - 20 °C

1.2: aq. NH₃ / diethyl ether / 16 h / 20 °C

2.1: Candida antarctica lipase B / 6 h / 28 °C

With Candida antarctica lipase B; methanesulfonyl chloride; triethylamine; In diethyl ether;

DOI:10.1002/chem.200400607

Reference yield:

(+/-)-trans-N-isopropyl-N-methylcyclohexane-1,2-diamine + ethyl acetate (141-78-6) → (1R,2R)-N-[2-(N'-isopropyl-N'-methylamino)cyclohexyl]acetamide (824938-95-6) + (1S,2S)-trans-N-isopropyl-N-methylcyclohexane-1,2-diamine

Guidance literature:

With Candida antarctica lipase B; at 28 ℃; for 6h; Title compound not separated from byproducts;

DOI:10.1002/chem.200400607

upstream raw materials:

ethyl acetate

benzyl chloroformate

cyclohexane-1,2-epoxide

Downstream raw materials:

N-isopropyl-N-methyl-cyclohexane-1,2-diamine